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Roads and expressways in Chicago summarizes the main thoroughfares and the numbering system used inChicago and its surrounding suburbs.

Chicago'sstreets were laid out in a grid that grew from the city's original townsite plan platted byJames Thompson. Streets following thePublic Land Survey System section lines later became arterial streets in outlying sections. As new additions to the city were platted, city ordinance required them to be laid out with eight streets to the mile in one direction and 16 in the other direction. A scattering of diagonal streets, many of them originally Native American trails^{[citation needed]}, also cross the city. Many additional diagonal streets were recommended in thePlan of Chicago, but only the extension ofOgden Avenue was ever constructed. In the 1950s and 1960s, a network ofsuperhighways was built radiating from the city center.^[1]

As the city grew and annexed adjacent towns, problems arose with duplicate street names and a confusing numbering system based on the Chicago River. On June 22, 1908, the city council adopted a system proposed by Edward P. Brennan;^[2] amended June 21, 1909. The changes were effective September 1, 1909 for most of the city.^[3]

Addresses in Chicago and some suburbs are numbered outward from baselines atState Street, which runs north and south, andMadison Street, which runs east and west.

A book was published in 1909 by The Chicago Directory Company indexing the old and new street numbers for most of Chicago. This volume is available online in PDF format indexed by initial letter, Plan of Re-Numbering, City of Chicago, August 1909.^[3] The opening text of the book says:EXPLANATORY

The new house numbering plan passed by the City Council June 22, 1908, to be in force and effect September 1, 1909, makes Madison Street from Lake Michigan to the city limits on the west the base line for numbering all north and south streets and streets running in northerly or southerly direction. For east and west streets and streets running in a generally east and west direction the base line is State Street from the southern city boundary line to North Avenue, thence extended by an imaginary line through Lincoln Park and Lake Michigan.

The downtown area did not conform to this system until April 1, 1911, per an amendment to the law on June 20, 1910. Downtown was defined as Lake Michigan on the east, Roosevelt Road (Twelfth Street) on the south, and the Chicago River on the north and west. The addition to cover downtown was published, and is also on line as a pdf indexed by downtown street name.^[4]

This additional paragraph explained the downtown changes:

The 1909 address change did not affect downtown Chicago, between the river and Roosevelt Road, the river and Lake Michigan. The ordinance was amended June 20, 1910 to include the downtown area. The new addresses for the “loop” went into use on April 1, 1911.

Chicago house numbers are generally assigned at the rate of 800 to a mile. The only exceptions are from Madison to 31st Street, just south of downtown. Roosevelt Road (previously Twelfth St) is one mile south of Madison with 1200 addresses to the mile, Cermak Road (previously 22nd Street) is two miles south of Madison with 1000 addresses to the mile, and 31st Street (3100 S) is three miles south of Madison with 900 addresses to the mile.^[3] South of 31st Street, the pattern of 800 to the mile resumes, with 39th Street the next major street, 47th after that, and so on. Individual house numbers are normally assigned at the rate of one per 20 feet of frontage. Thus the last two digits of house numbers generally go only as high as 67 before the next block number is reached. Higher house numbers are found on diagonal streets and have sometimes been assigned by request.

The blocks are normally counted out by "hundreds," so that Chicagoans routinely give directions by saying things such as "about twelve hundred north on Western" or "around twenty-four hundred west on Division" (which both describe the intersection of Western Avenue (2400 W) andDivision Street (1200 N)).

South of Madison Street most of the east–west streets are simply numbered. The street numbering is aligned with thehouse numbering, so that 95th Street is exactly 9500 South. "Half-block" east–west thoroughfares in this area are numbered and called places; 95th Place would lie just south of and parallel to 95th Street, and just north of 96th Street.

Every four blocks (half-mile) is a major secondary street. For example,Division Street (1200 N) is less important than either Chicago Avenue (800 N) or North Avenue (1600 N), but is still a major thoroughfare. However, this is not always the case; for example, on the city's Far North Side, Peterson Avenue (6000 N) is a more heavily trafficked street than Bryn Mawr Avenue (5600 N), which sits exactly at the 7-mile marker.U.S. Route 14 is routed along Peterson betweenClark Street at 1600 W andCicero Avenue at 4800 W, whereas Bryn Mawr is discontinuous, split into two segments in this part of the city by Rosehill Cemetery between Damen and Western Avenues.

Even-numbered addresses are found on the north and west sides of a street, and odd numbers are found on the south and east sides, irrespective of the streets' position relative to the corner of State and Madison.

Diagonals, even if they were to run exactly 45 degrees off of the cardinal directions, are numbered as if they were north–south or east–west streets. Examples are North Lincoln Avenue and Ogden Avenue, which bends at Madison and changes from North Ogden to West Ogden.

The northernmost street in Chicago is Juneway Terrace (7800 N), just north of Howard Street. The southern boundary is 138th Street. The eastern boundary of Chicago is Avenue A/State Line Road (4100 E) along and south of 106th Street, and the furthest west the city extends is in the portion ofO'Hare International Airport that lies inDuPage County, just east of Elmhurst/York Road.

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While all north–south streets within city limits are named, rather than numbered, smaller streets in some areas are named in groups all starting with the same letter; thus, when traveling westward on a Chicago street, starting just pastPulaski Road (4000 W), one will cross a mile-long stretch of streets which have names starting with the letter K (From east to west: Keystone (North Side)/Komensky (South Side), Karlov, Kedvale, Keeler, Kildare, Kolin, Kostner, Kenneth, Kilbourn, Kolmar, Kenton, Knox, Kilpatrick, Keating), giving rise to the expression "K-town". These streets are found approximately in the 11th mile west of the Indiana state line, and so begin with the 11th letter of the alphabet. A mile later, just past Cicero (4800 W), the starting letter changes to L, and mile by mile the letters progress up to P. Additionally, for most of the first mile west of the Illinois/Indiana state line, streets are lettered from Avenue A (S State Line Road) at the state line (4100 E) to Avenue O (3430 E), forming the A group. The areas that might otherwise be the B through J groups are the older parts of the city where street names were already well established before this system was developed (although some small groups of streets seem to have been given names intended to conform to the system), and the Q group (8800 to 9600 W) would fall west of the city, as the only land in Chicago west of 8800 West isO'Hare International Airport, undeveloped forest preserve, and a small strip of land connecting O'Hare to the rest of the city and containing only Foster Avenue.

Some suburbs number their east–west streets in a continuation of the Chicago pattern, and even more number their houses according to the Chicago grid. A few suburbs also number their north–south avenues according to the Chicago grid, although such numbering vanished from Chicago itself long ago (the alphabetical naming scheme was devised to help eliminate it). For example, the54th/Cermak terminus of thePink Line is located near the intersection of 54th Avenue andCermak Road (22nd Street) inCicero. This is 54 blocks west of State Street in Chicago. A minor street54+1⁄2 blocks west of State Street would be called 54th Court (in reality, that is Lotus Avenue in Chicago).

This pattern continues as far west asPlainfield, which has a 252nd Avenue, as far north asSkokie atCentral Street (10100 North),^[5] and as far south as the southern edge of Will County. Suburbs that follow the Chicago numbering system includeBerwyn,Bridgeview,Brookfield,Burbank,Channahon,Chicago Heights,Cicero,Crystal Lake,Elwood,Evergreen Park,Franklin Park,Justice,Lincolnwood,Matteson,Monee,Morris,Morton Grove,Niles,North Chicago,Oak Forest,Oak Lawn,Orland Park,Oswego,River Grove,Rosemont,Skokie,Westchester, unincorporated parts ofDes Plaines,Glenview, and other parts ofCook County, Will, DuPage,Kendall, andGrundy Counties. Other suburbs, includingEvanston,Park Ridge,Oak Park,Glenview andWilmette use their own numbering systems. The six "collar" counties (DuPage, Kane, Kendall, Lake, McHenry, and Will) use State and Madison as a base line. For example, 32W000 in DuPage County is 32 miles west of State Street, 38000 in Lake County would be 38 miles north of Madison Street, and is normally used without the direction letter. In these counties, unlike Chicago, numbering is 1,000 numbers to the mile, so in DuPage County32+1⁄2 miles west is 32W500.

Some Chicago suburbs in adjoiningNorthwest Indiana also use the Chicago numbering system. These includeEast Chicago,Whiting, andHammond. There are even examples further south inLake County inDyer andSchererville such as 205th Place through 215th Street (these examples coordinate with the Chicago grid, not the Gary street system). Other municipalities, such asHighland, andGriffith are based on theGary, Indiana numbering system, beginning with 5th Avenue in Gary and increasing numerically as one travels southward. Examples inScheider in the far south ofLake County, Indiana go as far down as 244th Avenue.

The aforementioned pattern also occurs inWaukegan, Illinois, with Washington Street being the baseline between north and south. Nearby municipalities such asGurnee,Park City, andNorth Chicago continue with the Waukegan numbering pattern, while rural areas inLake County, Illinois follow the Chicago grid.

	East–West Streets			North–South Streets
Mile	Address number	Street name	Route designation	Address number	Street name	Route designation
44				44000 W	Game Farm Road
43				43000 W	Swanberg Road
42				42000 W	Rippburger Road; Eastman Drive	CR 33 (Kane)IL 47
41				41000 W	La Fox Road	CR 81 (Kane)
40				40000 W	Coombs Road[a]
39				39000 W	Orchard Road[b]	CR 83 (Kane)
38				38000 W	Peck Road; Edgelawn Drive	CR 84 (Kane)
37				37000 W	Randall Road[c]	CR 34 (Kane)CR 16 (Kendall)
36				36000 W	Lincolnway Street; Lake Street	IL 31 /Lincoln Highway
35+1⁄2				35500 W	McLean Boulevard[d]	IL 31
35				35000 W	5th Street; River Street	IL 25
34+1⁄2				34500 W	IL 31; Mitchell Road (276th Avenue)	IL 31 IL 25
34				34000 W	Ohio Street (272nd Avenue)[e]
33+1⁄2				33500 W	Farnsworth Avenue; Ridge Road (268th Avenue)[f]	CR V37 (Grundy)
33				33000 W	Kautz Road (264th Avenue)[g]	IL 25
32+1⁄2				32500 W	Eola Road (260th Avenue)[h]	CR 14 (DuPage) CR 18 (DuPage)
32				32000 W	Beverly Road (256th Avenue)
31+1⁄2				31500 W	252nd Avenue (Normantown Road)
31				31000 W	248th Avenue[i]
30+1⁄2				30500 W	Munger Road (244th Avenue)[j]	CR 18 (DuPage)
30				30000 W	IL 59 (240th Avenue)	IL 59 US 30 /Lincoln Highway
29+1⁄2				29500 W	Fort Hill Drive (236th Avenue)[k]
29				29000 W	Rickert Drive; Book Road (232nd Avenue)	US 34 CR 1 (DuPage)
28				28000 W	Plainfield–Naperville Road (224th Avenue)[l]	CR 1 (DuPage) CR 14 (Will)
27	21600 N	Hawley Street	CR A38 (Lake)	27000 W	Barrington Road[m] (216th Avenue)
26	20800 N	Allanson Road		20400 W	Bartlett Road
25	20000 N	Crystal Lake Avenue		20300 W	Hough Street	IL 59
24	19200 N	Indian Creek Road	US 14	20000 W	Summit Street
23	18400 N	Miller Road; Rakow Road		18000 W	Roselle Road	CR 4 (DuPage)
22	17600 N	Half Day Road; Prairie Avenue	IL 22	16600 W	IL 53; Meacham Road (176th Avenue)	IL 53 CR V64
21	16800 N	Park Avenue[n]		16200 W	Rohlwing Road[o] (168th Avenue)	IL 53 CR 56 (DuPage)
20.5	16400 N	Aptakisic Road[p]		16000 W	Barker Avenue
20	16000 N	Greenwood Avenue		15800 W	Lemont Road[q] (160th Avenue)	CR 9 (DuPage)
19.5	15600 N	Deerfield Road		15400 W	Wilke Road
19	15200 N	Roger Williams Avenue		15000 W	Fairview Avenue[r] (152nd Avenue)	CR 25 (DuPage)
18.5	14800 N	Ridgelee Road		14600 W	Williams Street; Fernandez Avenue
18	14400 N	Commercial Avenue		14200 W	Ardmore Avenue; Cedar Road[s] (144th Avenue)	CR 15 (DuPage) US 52
17.5	14000 N	Dundee Road	IL 68	13800 W	Goebbert Road
17	13600 N	Walters Avenue		13400 W	Busse Road;Kingery Highway[t] (136th Avenue)	IL 83
16.5	13200 N	Tower Road		13100 W	Linneman Road
16	12800 N	Palatine Road[u]		12800 W	Elmhurst Road; York Road[v]	CR 8 (DuPage)
15.5	12400 N	Willow Road[w]		12400 W	Garfield Street; Marshall Drive
15	12000 N	Winnetka Road		12000 W	Mt. Prospect Road; County Line Road[x]
14.5	11600 N	Illinois Road		11600 W	Taft Avenue; Warrington Road
14	11200 N	Lake Avenue		11200 W	Wolf Road	US 6 /IL 7 CR W22
13.5	10800 N	Wilmette Avenue		10800 W	Gilbert Avenue; Willow Springs Road[y]	CR W75
13	10400 N	Glenview Road		10400 W	Mannheim Road[z]	US 12 /US 20 /US 45
12.5	10000 N	Old Orchard Road[aa]	IL 83	10000 W	Scott Street; West Avenue[ab]
12	9600 N	Golf Road	IL 58	9600 W	25th Avenue[ac] (96th Avenue)	US 12 /US 20 /US 45
11.5	9200 N	Church Street		9200 W	17th Avenue; Maple Avenue[ad]
11	8800 N	Dempster Street	US 14 /IL 58	8800 W	9th Avenue; East River Road[ae]	CR W30
10+1⁄2	8400 N	Main Street		8400 W	1st Avenue; Cumberland Avenue[af]	IL 171
10	8000 N	Oakton Street		8000 W	Pacific Avenue[ag]	CR W32
9+1⁄2	7600 N	Howard Street		7600 W	Oriole Avenue[ah]
9	7200 N	Touhy Avenue	IL 72	7200 W	Harlem Avenue (72nd Avenue)	IL 43US 66
8.5	6800 N	Pratt Boulevard		6800 W	Oak Park Avenue; Newcastle Avenue[ai] (68th Avenue)
8	6400 N	Devon Avenue	CR 6 (DuPage)	6400 W	Narragansett Avenue; Nagle Avenue[aj] (64th Avenue)
7+1⁄2	6000 N	Peterson Avenue		6000 W	Austin Avenue (60th Avenue)
7	5600 N	Bryn Mawr Avenue		5600 W	Central Avenue (56th Avenue)
6+1⁄2	5200 N	Foster Avenue		5200 W	Laramie Avenue (52nd Avenue)
6	4800 N	Lawrence Avenue		4800 W	Cicero Avenue[ak] (48th Avenue)	US 41 /IL 50 /IL 83
5+1⁄2	4400 N	Montrose Avenue		4400 W	Kostner Avenue (44th Avenue)
5	4000 N	Irving Park Road	IL 19	4000 W	Pulaski Road[al] (40th Avenue)
4+1⁄2	3600 N	Addison Street		3600 W	Central Park Avenue (36th Avenue)
4	3200 N	Belmont Avenue		3200 W	Kedzie Avenue (32nd Avenue)
3+1⁄2	2800 N	Diversey Parkway		2800 W	California Avenue (28th Avenue)[am]
3	2400 N	Fullerton Avenue		2400 W	Western Avenue[an] (24th Avenue)
2+1⁄2	2000 N	Armitage Avenue		2000 W	Damen Avenue (20th Avenue)[ao]
2	1600 N	North Avenue	IL 64	1600 W	Ashland Avenue (16th Avenue)
1+1⁄2	1200 N	Division Street		1200 W	Racine Avenue (12th Avenue)
1	800 N	Chicago Avenue		800 W	Halsted Street (8th Avenue)	IL 1
1⁄2	400 N	Kinzie Street		400 W	Sedgwick Street (4th Avenue); Stewart Avenue
0	0 N/S	Madison Street		0 E/W	State Street (Middle Avenue)	CR W55
1⁄2	600 S	Harrison Street (6th Street)	CR 62	400 E	Martin Luther King Jr. Drive (South Parkway)	CR W55
1	1200 S	Roosevelt Road (12th Street)	IL 38	800 E	Cottage Grove Avenue
1+1⁄2	1600 S	16th Street		1200 E	Woodlawn Avenue
2	2200 S	Cermak Road (22nd Street)[ap]		1600 E	Stony Island Avenue; Volbrecht Road
2+1⁄2	2600 S	26th Street		2000 E	Jeffery Boulevard
3	3100 S	31st Street (Oak Brook Road)	CR 34 (DuPage)	2400 E	Yates Boulevard
3+1⁄2	3500 S	35th Street		2800 E	Burnham Avenue
4	3900 S	Pershing Road (39th Street)		3200 E	Brandon Avenue
4+1⁄2	4300 S	43rd Street[aq]		3600 E	Avenue L
5	4700 S	47th Street[ar]		4000 E	Avenue C
5+1⁄2	5100 S	51st Street; Hyde Park Boulevard		4400 E	Manor Avenue
6	5500 S	Garfield Boulevard; 55th Street	CR 35 (DuPage)
6+1⁄2	5900 S	59th Street[as]
7	6300 S	63rd Street	CR 38 (DuPage)
7+1⁄2	6700 S	67th Street; Marquette Road
8	7100 S	71st Street
8+1⁄2	7500 S	75th Street	CR 33 (DuPage)
9	7900 S	79th Street[at]	CR B40
9+1⁄2	8300 S	83rd Street[au]
10	8700 S	87th Street[av]	CR 31 (DuPage)
10+1⁄2	9100 S	91st Street
11	9500 S	95th Street	US 12 /US 20 CR 89 (Will)
11+1⁄2	9900 S	99th Street
12	10300 S	103rd Street
12+1⁄2	10700 S	107th Street
13	11100 S	111th Street[aw]	IL 83 CR 66 (Will)
13+1⁄2	11500 S	115th Street[ax]
14	11900 S	119th Street[ay]
14+1⁄2	12300 S	123rd Street[az]
15	12700 S	127th Street[ba]	IL 83
15+1⁄2	13100 S	131st Street
16	13500 S	135th Street; Romeo Road[bb]	CR 35 (Will)
16+1⁄2	13900 S	139th Street
17	14300 S	143rd Street[bc]	IL 7 CR 37 (Will) US 30
17+1⁄2	14700 S	147th Street	IL 83
18	15100 S	151st Street; Lockport Street[bd]	CR W32 IL 126
18+1⁄2	15500 S	155th Street[be]	CR W55
19	15900 S	159th Street[bf]	IL 7 /US 6 CR 36 (Will)
19+1⁄2	16300 S	163rd Street[bg]
20	16700 S	167th Street[bh]
20+1⁄2	17100 S	171st Street	CR B60
21	17500 S	175th Street[bi]	CR 5 (Will) CR 23 (Kendall)
21+1⁄2	17900 S	179th Street
22	18300 S	183rd Street[bj]
22+1⁄2	18700 S	187th Street[bk]	US 6
23	19100 S	191st Street[bl]	CR B65 CR 84 (Will)
23+1⁄2	19500 S	195th Street
24	19900 S	Vollmer Road; Jefferson Street	US 52
24+1⁄2	20300 S	203rd Street; Joe Orr Road
25	20700 S	207th Street[bm]
25+1⁄2	21100 S	Lincoln Highway	US 30 /Lincoln Highway
26	21500 S	215th Street
26+1⁄2	21900 S	26th Street (219th Street)
27	22300 S	Sauk Trail Laraway Road (223rd Street)	CR 74 (Will)
27+1⁄2	22700 S	34th Street (227th Street)
28	23100 S	Delaney Road; Steger Road[bn]	CR C12 /CR C13
29	23900 S	Stuenkel Road; University Parkway
30	24700 S	Bluff Road-Dralle Rd	CR 77 (Will)
30+1⁄2	25100 S	Manhattan-Elwood Road	CR 17 (Will)
31	25500 S	Manhattan-Monee Road; Arsenal Road	CR 6 (Will) CR 17 (Will) US 6
31+1⁄2	25900 S	Crete-Monee Road	CR 21 (Will)
32	26300 S	Bruns Rd
33	27100 S	Pauling Road	CR 23 (Will)
34	27900 S	Blodgett Road-Offner Rd	CR C26 (Grundy) US 6
35	28700 S	Eagle Lake Road
36	29500 S	Joliet Road; North Peotone Road[bo]	CR 80 (Will) US 52 CR 20 (Will)
37	30300 S	Beecher Road; Indiana Avenue	CR 24 (Will)
38	31100 S	Wilmington Road	CR 25 (Will)
39	31900 S	Kennedy Road
40	32700 S	Reed Road; County Line Road-12000N	IL 113

(No part of Golf Road, Dempster Street, Oakton Street, Wolf Road, LaGrange Road or 143rd Street to 311th Street actually lies within the boundaries of Chicago. These streets are included for reference, since they are a continuation of the Chicago mile street pattern into the suburbs.)^[6]

The density of main streets in downtown Chicago is greater than in the rest of the city, with some at half-block spacing (just 50 address numbers or one-sixteenth mile from the next parallel street), or block spacing between main streets, unlike the rest of the city where the main streets are spaced at half-mile and mile intervals:

Some suburbs in Indiana, includingHammond,Highland, andWhiting, use the Chicago grid. Other suburbs, includingGriffith, use the Gary street system.

The half-mile numbered streets on the South Side are all secondary streets: 35th, 43rd, 51st, 59th, etc.; all are numbered aside from Marquette Road, running at 6700 S, west fromKing Drive (400 E) to the city's western limit atCicero Avenue (4800 W), nearMidway International Airport. East of King to nearLake Michigan at 2400 E, it is called 67th Street, and Marquette is aligned one block to the north on what would be 66th Street.

(No part of Old Orchard Road, Church Street, or Main Street actually lies within the boundaries of Chicago. These streets are included for reference, since they are a continuation of the Chicago mile street pattern into the suburbs.)

A similar numbering system is also used inMilwaukee, Wisconsin.^[7]

The following streets run diagonally through Chicago's grid system on all or part of their courses. These streets tend to form major 5 or 6-way intersections. In many cases they were Indian trails, or were among the earliest streets established in the city. Diagonals are numbered as north–south or east–west streets. Examples are North Lincoln Avenue and Ogden Avenue, which bends at Madison and changes from North Ogden to West Ogden.

The city of Chicago proper contains seven majorInterstate highways.^[8]

Roadway Name	Numbers	Description
Kennedy Expressway (Northwest Expressway)	I-90 I-94 I-190	Runs fromO'Hare east and south to downtown Chicago. It interchanges with theJane Addams and theTri-State Tollways near Cumberland Avenue on the city's far northwest side, with theEdens Expressway near Montrose Avenue on the near northwest side, and with theDan Ryan andEisenhower Expressways at its southern terminus downtown at theJane Byrne Interchange. The portion from O'Hare to the Jane Addams and the Tri-State Tollways isI-190; the remainder is signed asI-90.I-94 is overlaid on I-90 south of the junction with the Edens.
Jane Addams Memorial Tollway (Northwest Tollway)	I-39 Toll I-90 Toll US 51 Toll	Runs from its complex interchange with theKennedy Expressway and theTri-State Tollway through the northwest suburbs towardsRockford andSouth Beloit. U.S. Route 51 is also one of the only toll roads that is a U.S. Highway in the nation.
Edens Expressway (Skokie Highway)	I-94 US 41	Runs south from Park Avenue West inHighland Park to its interchange with the Kennedy Expressway near Montrose. TheEdens Spur (formally part of theTri-State Tollway) splits off near the north end to meet the Tri-State. The Edens south of the Spur is signed as I-94; the section north of the Skokie Road exit inWilmette is signed as US 41. US 41 continues north asSkokie Highway beyond the northern terminus of the Edens.
Dan Ryan Expressway	I-90 I-94	Runs south from theJane Byrne Interchange near the Loop to theBishop Ford Freeway in the Far Southeast Side in Chicago. In between, the Dan Ryan interchanges with theStevenson Expressway and theChicago Skyway near 66th Street. The portion between the Jane Byrne Interchange and the junction with the Chicago Skyway is overlaid withI-90.
Eisenhower Expressway (Congress Expressway)	I-290 IL 110 (CKC) IL 53	Runs west from theJane Byrne Interchange to an interchange with the Tri-State Tollway and the eastern terminus of theRonald Reagan Memorial Tollway (I-88) nearHillside, Illinois. Further west, I-290 turns northwest and becomes the "Eisenhower Extension". At the interchange withI-90 nearSchaumburg, it continues asIL 53 until eventually terminating at Lake Cook Road. East of the Jane Byrne Interchange, the route continues downtown as Ida B. Wells Drive.
Stevenson Expressway (Southwest Expressway)	I-55	Runs southwest from Lake Shore Drive to theTri-State Tollway inBurr Ridge. Along the way, the expressway interchanges with the Dan Ryan before heading to the south and southwestern neighborhoods of Chicago. The Stevenson then continues pastMidway Airport and out of Chicago.
Veterans Memorial Tollway (North–South Tollway)	I-355 Toll	Runs south from an interchange withI-290 nearItasca toI-80 nearNew Lenox. Along the way, I-355 runs through the western suburbs to an interchange withI-88 before continuing south to the interchange withI-55. Then it continues south along 11 miles (18 km) of tollway to its southern terminus atI-80.
Ronald Reagan Memorial Tollway (East–West Tollway)	I-88 Toll IL 56 Toll IL 110 (CKC)	Runs from a complex interchange with theEisenhower Expressway and theTri-State Tollway west to U.S. Route 30 nearRock Falls. Along the way, the tollway meets another complex interchange withI-355. Then it heads through the western suburbs into north-central Illinois.
Interstate 57 (Dan Ryan West Leg)	I-57	Runs south from the junction of theDan Ryan Expressway andBishop Ford Freeway to the southern suburbs. Known originally as the "Dan Ryan West Leg", the name has since dropped from common usage. As such, it is the only freeway within the city of Chicago lacking a formal name.
Bishop Ford Freeway (Calumet Expressway)	I-94 IL 394	Runs from the southern terminus of the Dan Ryan Expressway, heads east, then south through the Far Southeast Side in Chicago to the southern suburbs before ending at a junction with theKingery Expressway and theTri-State Tollway. South of that point, it continues asIL 394 untilIL 1 inGoodenow.
Chicago Skyway (Calumet Skyway)	I-90 Toll	The Skyway angles off from the Dan Ryan Expressway near 66th Street and heads southeast towardIndiana. The Skyway ends after a toll bridge over theLittle Calumet River and the Indiana state line, at which point it becomes theIndiana Toll Road.
Tri-State Tollway	I-80 Toll I-94 Toll I-294 Toll	Serves as a toll bypass around Chicago. The tollway runs from a combination interchange with the Kingery Expressway and the Bishop Ford Freeway towards an interchange with US 41 just south of the Wisconsin state line. North of the junction with the Edens Spur the Tri-State is signed asI-94; on and south of this it is signed as I-294, the southern part of which is overlaid byI-80.
Kingery Expressway	I-80 I-94 US 6	Located entirely inLansing, Illinois, this is a three-mile-long expressway running from the interchange with theBishop Ford Freeway and theTri-State Tollway to theIllinois/Indiana border.
Lake Shore Drive	US 41	A major limited-access highway running along the Lake Michigan shoreline from East 67th Street in southern Chicago to Hollywood Avenue in Chicago's Edgewater neighborhood. For most of its length, Lake Shore Drive is signed as US 41. Portions of Lake Shore Drive were constructed as an expressway.
Elgin Bypass	US 20	A five-mile freeway signed asUS 20, bypassingElgin, Illinois. It goes west from the Villa Street interchange, meets IL 25, crosses theFox River, then meets State Street, McLean Boulevard, and Randall Road before continuing at-grade.
Western Algonquin Bypass	IL 31	A two-and-a-half-mile bypass inAlgonquin andCrystal Lake. It has two exits onIL 62 (Algonquin Road) andUS 14.
Kingery Highway	IL 83	From Bensenville, the Kingery Highway heads south 18 miles to just south of the Des Plaines River. It is a multi-lane divided limited-access road with grade-separated portions.[9][10]
Amstutz Expressway	IL 137	A two-mile expressway located entirely inWaukegan, Illinois. It has only one exit at Grand Avenue.
Elgin–O'Hare Tollway (Elgin–O'Hare Expressway)	IL 390 Toll	Formerly an unnumbered free expressway, it heads west from IL 83 inBensenville throughItasca,Roselle, andSchaumburg until terminating at an interchange withU.S. Route 20. Until 2017, the expressway ended at IL 53 in Itasca. A one-mile eastern extension toI-490 is under construction.

There are, however, many areas in or outside of the Chicago area that have expressways, including inIndiana andWisconsin.

Roadway Name	Numbers	Description
Interstate 39	I-39 US 51	Starts atInterstate 55 inNormal, Illinois and skirts through the western Chicago suburbs with many connections to the Chicago area, including withInterstate 80,Interstate 88, andInterstate 90 Toll. It ends on the concurrency with theJane Addams Memorial Tollway. This interstate does not have a formal name.
Wisconsin Veterans Memorial Highway	I-41 I-94 US 41	A major expressway inWisconsin that connects Chicagoland withMilwaukee, starting inRussell, Illinois and ending just outside Milwaukee, heading through the cities ofKenosha andRacine.
Casimir Pulaski Memorial Highway	I-65	A major freeway in the adjoining suburbs of Chicagoland inIndiana, connecting the city toIndianapolis. It starts inGary, Indiana at US 12/US 20 and heads south toMerrillville andCrown Point. Even though I-65 is known as the Casimir Pulaski Memorial Highway in these parts, it does not have any official names.
Frank Borman Expressway	I-80 I-94 US 6 US 41	Runs from theIllinois state line andKingery Expressway inMunster, Indiana, and goes towardsHammond andGary before ending at theIndiana Toll Road inLake Station.
Indiana Toll Road (Indiana East–West Toll Road)	I-80 Toll I-90 Toll	Runs from the Illinois state line via theChicago Skyway inWhiting, Indiana, and goes towardsHammond andGary before meeting I-80 inLake Station. After Lake Station, I-80 and I-90 are concurrent for the rest of the toll road's length, connecting Chicagoland withSouth Bend,Elkhart, andToledo, Ohio.
U.S. Route 12 (Iron Brigade Memorial Highway)	US 12 WIS 120	This freeway portion of US 12 starts atWisconsin Highway 67 inElkhorn, Wisconsin and intersectsInterstate 43 in Elkhorn. It goes throughLake Geneva andBloomfield before intersecting Walworth Street inGenoa City north of theIllinois state line. US 12 connects Chicagoland withMadison, Wisconsin via freeway and limited-access sections.
Cline Avenue	US 12 SR 912	Starts at theIndiana Toll Road inHammond, Indiana and passes the Cline Avenue Toll Bridge over theIndiana Harbor and Ship Canal. South of the bridge, it has interchanges withIndiana State Road 312 and theFrank Borman Expressway before ending inGriffith. South of the Borman Expressway, Cline Avenue turns into a street with at-grade intersections.
Rockford Bypass	US 20	A major bypass ofRockford, Illinois. It starts onInterstate 39/U.S. Route 51 and has 5 exits, including one withIllinois Route 2, providing a connection withChicago Rockford International Airport. After those exits, the bypass connects back withU.S. Route 20 Business in western Rockford.

U.S. Routes	Description
US 6
US 12 US 20	The two Routes enter through the southeastern part of the city fromIndiana withU.S. Route 41, underneath theChicago Skyway Toll Bridge. At 95th Street, they head west to an intersection withU.S. Route 45 west of the city. There they go north on LaGrange Road to Lake Street, where US 20 turns northwest through Elgin to Iowa. US 12 and US 45 continue north past O'Hare Airport to Des Plaines, where US 12 turns on Rand Road and goes northwest, then north to Wisconsin.[9][10][11]
US 14	The route splits off fromU.S. Route 41 at Bryn Mawr Avenue byLake Michigan on the north side of the city. US 14 then recrosses US 41 and eventually exits the city as Caldwell Avenue.
US 30
US 34	The route originally began downtown and ran west on Ogden Avenue and through the suburbs, continuing through Aurora and on to Iowa. In 1970 the beginning was moved west to Harlem Avenue (Illinois Route 43), where it intersected with US 66.[12][13]
US 41	The route enters through the southeastern part of the city fromIndiana withU.S. Route 12 andU.S. Route 20, underneath theChicago Skyway Toll Bridge. At 95th Street, when US 12 and US 20 turn west, it continues north along the lakefront, especially viaLake Shore Drive. US 41 then departs from Lake Shore Drive at Foster Avenue. From Foster Avenue, US 41 continues northwest onLincoln Avenue, finally exiting Chicago atDevon Avenue into the suburb of Lincolnwood.
US 45	The route comes north from Kentucky and intersectsU.S. Route 12 andU.S. Route 20 at 95th Street west of Chicago. The three routes go north on LaGrange Road, then US 12 and US 45 continue north on Mannheim Road past O'Hare Airport and into Des Plaines. Separating from US 12, it follows theDes Plaines River as Des Plaines River Road, then continues north on Milwaukee Avenue towards Wisconsin.[9][10][11]
US 52
Historic US 66	The route started downtown and followed Ogden Avenue west out of the city, then southwest to Joliet and on to St Louis. Status as a U.S. Route in Illinois was discontinued in 1974 largely due to Interstate 55 paralleling the stretch. Some remnants are signed as historic.[12]

Cook County has a modest amount ofcounty roads after plans were made in 2009 to designate many roads on county ownership as a public service.^[14]

Only the designated streets in the townships of Lemont, Palos, Orland, Bremen, Lyons (south of the rivers) and Wheeling have the blue pentagon signs that are used to demarcate county roads.^{[citation needed]}

• 
  Interstates in Chicago as of June 2007
• 
  Sunset view of theChicago Skyway tollbooths at the entrance to theChicago southbound city limits
• 
  South Lake Shore Drive, looking north towards downtown.
• 
  Traffic going southbound on the Kennedy Expressway on a foggy day.
• 
  The intersection of Madison St and State St is regarded as the "zero-zero point" of Chicago.

• Chicago Department of Transportation
• Chicago Pedway
• Chicago Tunnel Company
• Cycling in Chicago
• Horatio G. Loomis
• LaSalle Street Tunnel
• Matthew Laflin
• Philip Maxwell
• Philo Carpenter
• Van Buren Street Tunnel
• Washington Street Tunnel (Chicago)

• Architecture and Building History resources, Chicago History Museum

• Chicago-related lists
• Expressways in the Chicago area
• Streets in Chicago
• Transportation in Chicago
• Lists of roads in Illinois

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