Interstate 90 (I-90) in the US state of Illinois runs roughly northwest-to-southeast through the northern part of the state. From the Wisconsin state line at South Beloit, it heads south to Rockford before heading east-southeast to the Indiana state line at Chicago. I-90 traverses 124 miles (200 km) through a variety of settings, from farmland west of the Fox River Valley through the medium-density suburbs west of O'Hare International Airport, through Downtown Chicago, and through the heart of the industrial southeast side of Chicago before entering Indiana.

I-90 comprises several named highways. The Interstate runs along the Jane Addams Memorial Tollway (previously called the Northwest Tollway) from South Beloit to O'Hare Airport, the Kennedy Expressway from O'Hare to the Chicago Loop, the Dan Ryan Expressway from the Loop to the Chicago Skyway, and the Skyway to the Indiana state line. The Jane Addams and Chicago Skyway are toll roads maintained by the Illinois State Toll Highway Authority (ISTHA) and the Skyway Concession Company (SCC), respectively. The remainder of the highway is maintained by the Illinois Department of Transportation (IDOT).

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I-90 enters Illinois from Beloit, Wisconsin concurrently with I-39. At Exit 1 (South Beloit), US Route 51 (US 51) joins the two interstates; between the exit and the state line marks the only point US 51 and I-39 are not concurrent in Illinois.

In Rockton, I-39/I-90/US 51 becomes the Jane Addams Memorial Tollway, with the South Beloit Toll Plaza south of the interchange. The three highways first enter the Rockford region at Illinois Route 173, passing by Rock Cut State Park; its first interchange with US 20 is with the business route (State Street) connecting Rockford and Belvidere.

At Cherry Valley, I-90 splits with I-39/US-51 (the latter becomes concurrent for US 20 for five more miles before moving south to Normal.), with I-90 making a 90-degree turn east. Crossing eastward, I-90 (now signed as a single highway) crosses the Kishwaukee River before entering Boone County. From this point to the eastern terminus of both highways in Massachusetts, I-90 and US 20 run a roughly parallel routing (though with no concurrency).

After passing in front of the Stellantis Belvidere Assembly Plant and a westbound toll plaza, the only remaining Illinois Tollway oasis above I-90 is located in Belvidere. The over-highway design provides several vendors in a single location, allowing tollway travelers to rest, eat, and refuel without exiting the tollway.

Turning southeast towards McHenry County, I-90 does not have an interchange for another 11 miles (18 km), until Illinois Route 23 (IL 23) in Riley (five miles north of Marengo). Following the interchange, eastbound traffic passes through the Marengo Toll Plaza.

Entering Kane County, I-90 has a third interchange with US 20, connecting to Hampshire. As it passes its Randall Road exit, I-90 transitions from the rural farmland seen in Boone and McHenry counties to the western terminus of the Chicago suburbs. Following the east/west Elgin Toll Plaza, I-90 widens from six to eight lanes, turning east in direction. Before crossing into Cook County, I-90 crosses the Fox River, entering the Golden Corridor of Illinois.

Before meeting I-290, the tollway passes through Hoffman Estates and Schaumburg, routed through a wide variety of surroundings, including housing, retail centers, and forest preserves. Following the Barrington Road exit, active traffic management gantries are in place. In Schaumburg, I-90 becomes the northern terminus of I-290 (the only Illinois loop of I-90). Turning further southeast towards Elk Grove Village, I-90 is widened from eight to ten lanes. At Elmhurst Road (Illinois 83), the tollway is narrowed to eight lanes, passing north of O'Hare International Airport. Prior to passing through I-190/I-294 (Tri-State Tollway), Rosemont has a final toll plaza on Devon Avenue (westbound) and River Road (eastbound).

The Tri-State Tollway interchange marks the eastern terminus of the Jane Addams Memorial Tollway, with I-90 subsequently becoming a freeway called the Kennedy Expressway. After crossing the Des Plaines River, the Kennedy Expressway enters Chicago. After turning southeast, I-90 joins I-94 (Edens Expressway), heading further southeast. Taking on the path of the Chicago River, the Kennedy Expressway becomes the Dan Ryan Expressway following its intersection of the Jane Byrne Interchange (passing the Eisenhower Expressway). After crossing I-55 (Stevenson Expressway), I-90 continues nearly due south.

In the Englewood neighborhood, I-90 splits from I-94, becoming the six-lane Chicago Skyway. Turning southeast, the highway crosses the Calumet River before continuing into Hammond, Indiana.

The 76-mile (122 km) Northwest Tollway portion of I-90 opened on August 20, 1958. Prior to the opening, the first vehicle to officially travel the new roadway was a covered wagon navigated by local resident John Madsen who took five days to make the journey.

On September 7, 2007, highway officials responding to an effort by state lawmakers renamed the Northwest Tollway to Jane Addams Memorial Tollway, after Jane Addams, the Nobel Peace Prize winner and founder of the Settlement House movement in the US.

The Illinois Tollway's 2005–2012 Congestion-Relief Program provided $644.1 million (equivalent to $966 million in 2023) in projects along the I-90 corridor. Projects included rebuilding and widening of the tollway between I-39 and Rockton Road, including a reconfiguration of the I-90/I-39 interchange. This construction started in 2008 and was completed by the end of 2009.

From 2013 to 2016, over $2 billion (equivalent to $2.58 billion in 2023) was spent on rebuilding and widening the Jane Addams Memorial Tollway from I-39 to the Kennedy Expressway. The inside shoulders were widened for future transit opportunities, and active traffic management was incorporated into the corridor from IL 59 to the eastern end. In addition, almost all of the crossroad bridges were rebuilt and several interchanges were reconfigured/expanded. In 2019, a $33.4-million (equivalent to $39.3 million in 2023) interchange with IL 23 was added near Marengo to provide the first I-90 interchange in McHenry County.

Until 1978, I-90 was routed on the Congress Street Expressway (later named the Eisenhower Expressway) which was extended from the Loop to the interchange of the Northwest Tollway and IL 53. The Kennedy Expressway was signed only as I-94, and the portion of present-day I-90 between the Edens Expressway and IL 53 was not signed as an Interstate Highway. This provided a non-toll section of I-90 between Downtown Chicago and IL 53. The route designations were changed to their present form when I-90 was moved to follow the entire length of the Kennedy Expressway and the Jane Addams Tollway, and the original route was designated I-290.

In 2018, ISTHA raised the speed limit on I-90 from 65 to 70 mph (105 to 113 km/h) from the I-39 split to Randall Road. They also raised it from 55 to 70 mph (89 to 113 km/h) from Randall Road to Mount Prospect Road and raised it from 55 to 60 mph (89 to 97 km/h) from Mount Prospect Road to the Kennedy. The speed limit for buses is 65 mph (105 km/h), and the speed limit for trucks is 60 mph (97 km/h).

The Chicago Skyway was originally known as the Calumet Skyway. It cost $101 million (equivalent to $818 million in 2023) to construct and took about 34 months (nearly three years) to build. Nearly eight miles (13 km) of elevated roadway, the Chicago Skyway was originally built as a shortcut for cars from State Street, a major north–south street on Chicago's South Side that serves the Loop, to the steel mills on the Southeast to the Indiana state line where the Indiana Toll Road begins. Later, when the Dan Ryan Expressway opened, the Chicago Skyway was extended west to connect to it. There are only two eastbound exits east of the toll barrier, whereas there are four westbound exits west of the toll barrier (so that no exits are available until one has crossed the bridge and paid the toll). The Chicago Skyway opened to traffic on April 16, 1958.

The Skyway's official name, referring to it as a "toll bridge" rather than a "toll road", is the result of a legal quirk. At the time of its construction, the city charter of Chicago did not provide the authority to construct a toll road. However, the city could build toll bridges, and it was found that there was no limit to the length of the approaches to the bridge. Therefore, the Skyway is technically a toll bridge spanning the Calumet River with a six-mile-long (9.7 km) approach. This also is part of the reason that there are no exits available until after one has crossed the bridge and paid the toll.

Historically, the Chicago Skyway was signed as, and was widely considered to be part of, I-90 from the mid-1960s forward (after I-90 in this area had been swapped with I-94). However, from around 1999 until 2022, the Chicago Department of Transportation worked under a new assumption that they had never received official approval to designate the Skyway as I-90. The city subsequently replaced most of the "I-90" signage with "TO I-90/I-94" signage. IDOT has always reported and continues to report the Skyway as part of the Interstate Highway System, and the Federal Highway Administration (FHWA) also does consider the Chicago Skyway's roadway as I-90 unless IDOT revokes their designation of such. As of 2022, the Skyway is again signed as I-90, though now denoted with non-standard oversized shields constructed by CDOT.

In the 1960s, the newly constructed Dan Ryan Expressway and the neighboring Calumet, Kingery, and Borman expressways provided free alternatives to the tollway, and the Skyway became much less used. As a result, from the 1970s through the early 1990s, the Skyway was unable to repay revenue bonds used in its construction. Traffic volumes rebounded from the late 1990s onward, partially because of the construction of casinos in Northwest Indiana, along with reconstruction of the Dan Ryan, Kingery, and Borman expressways. In June 2005, the Skyway became compatible with electronic toll collection, with users now able to pay tolls using I-Pass or E-ZPass transponders.

Chicago's Department of Streets and Sanitation formerly maintained the Chicago Skyway Toll Bridge System. A 2004 transaction that gave the city a $1.83-billion (equivalent to $2.83 billion in 2023) cash infusion leased the Skyway to the Skyway Concession Company, a joint-venture between the Australian Macquarie Infrastructure Group and Spanish Cintra, which assumed operations on the Skyway on a 99-year operating lease. The agreement between the Skyway Concession Company and the City of Chicago marked the first time an existing toll road was moved from public to private operation in the US.

Until the summer of 2015, to the south of the toll plaza, an unusually-placed McDonald's restaurant and its parking lot (including a drive-thru) sat in the median of the toll approach as a de facto rest stop before leaving or entering Chicago. The franchisee terminated the lease with the SCC shortly before, blaming closure on the declining profits as the restaurant was more popular for its restrooms than the food it offered. The McDonald's building was later torn down, and the toll approach was further expanded upon its former footprint.

County	Location	mi	km	Exit	Destinations	Notes
Winnebago	South Beloit	0.00	0.00		I-39 north / I-90 west – Madison	Continuation into Wisconsin
		0.29	0.47	1	US 51 north / IL 75 – South Beloit	Western end of US 51 overlap
	Rockton	2.71	4.36	3	CR 9 (Rockton Road)	Northwestern end of Jane Addams Memorial Tollway
		3.60	5.79	South Beloit Toll Plaza 1
	Rockford	8.94	14.39	8	IL 173 (West Lane Road) – Machesney Park	Toll on westbound exit and eastbound entrance ramps
		12.47	20.07	12	CR 55 west (East Riverside Boulevard)	Toll on westbound exit and eastbound entrance ramps
		15.76	25.36	15	US 20 Bus. (State Street)
	Cherry Valley	17.40	28.00	17	I-39 south / US 51 south to US 20 – Bloomington	Eastern end of I-39/US 51 overlap; to Chicago Rockford International Airport via US 20 west
Boone	Belvidere	20.40	32.83	20	Irene Road	Toll on eastbound exit and westbound entrance ramps
		22.93	36.90	Belvidere Toll Plaza 5 (westbound)
		23.51	37.84	Belvidere Oasis
		24.62	39.62	25	Belvidere–Genoa Road	Toll on exit ramps
McHenry	Riley	36.10	58.10	36	IL 23 – Marengo, Genoa	Toll on exit and westbound entrance ramps
		37.39	60.17	Marengo Toll Plaza 7 (eastbound)
Kane	Hampshire	41.54	66.85	42	US 20 – Hampshire, Marengo
	Huntley	46.02	74.06	47	IL 47 – Huntley, Woodstock, Elburn
	Elgin	51.78	83.33	52	CR 34 (Randall Road)	Toll on eastbound exit and westbound entrance ramps
		53.42	85.97	Elgin Toll Plaza 9
		54.22	87.26	54	IL 31 (State Street, 8th Street) – Elgin	Signed as exits 54A (south) and 54B (north); toll on westbound exit and eastbound entrance ramps
Kane–Cook county line		55.95	90.04	56	IL 25 (Dundee Avenue) – East Dundee	Toll on westbound exit and eastbound entrance ramps
Cook	Hoffman Estates	57.77	92.97	58	Beverly Road	Westbound exit and eastbound entrance; toll on westbound exit ramp
		59.31	95.45	59	IL 59 (Sutton Road) – Barrington	Toll on exit ramps
		61.81	99.47	62	Barrington Road	Single-point urban interchange
	Schaumburg	65.19	104.91	65	Roselle Road	Westbound entrance ramp via Central Road
		66.93	107.71	67	Meacham Road	Westbound exit and entrance; no access from I-290 and IL 53 ramp
	Rolling Meadows	67.84	109.18	68	I-290 east / IL 53 to I-355 Toll south / IL 390 Toll – Chicago, West Suburbs, Northwest Suburbs	Signed as exits 68A (east/south) and 68B (north); toll on eastbound exit ramp; western terminus of I-290
	Arlington Heights	70.47	113.41	70	Arlington Heights Road – Elk Grove Village	Toll on eastbound exit and westbound entrance ramps
	Des Plaines	73.25	117.88	73	Elmhurst Road to IL 83 – Bensenville, Mount Prospect	Toll on eastbound exit and westbound entrance ramps
				74	I-490 Toll south (Western O'Hare Beltway) – Bensenville	Currently under construction; expected to be complete in 2025
		75.80	121.99	76	IL 72 (Lee Street) – Elk Grove Village	Westbound exit and eastbound entrance
	Rosemont	76.75	123.52	Devon Avenue Toll Plaza 17 (westbound)
		77.03	123.97	—	IL 72 (Higgins Road) / Devon Avenue	Westbound entrance
		77.20	124.24	77A	I-294 Toll south (Tri-State Tollway) – Indiana I-190 west (Kennedy Expressway) – O'Hare	Eastbound exit and westbound entrance; I-190 exit 1C; I-294 north exit 40
				77B	I-294 Toll north (Tri-State Tollway) – Milwaukee	Signed as exit 77 westbound; I-294 south exit 40B
		78.20	125.85	River Road Toll Plaza 19 (eastbound)
	Chicago	79.28	127.59	79A-B	IL 171 (Cumberland Avenue) – Melrose Park	Signed as exits 79A (south) and 79B (north); westbound exits via I-190; eastbound exit 79A via River Road Toll Plaza
		78.65– 79.6	126.57– 128.1	79C	I-190 west (Kennedy Expressway west) to I-294 Toll south (Tri-State Tollway) – O'Hare, Indiana	Westbound exit and eastbound entrance; eastern terminus of I-190; southeastern end of Jane Addams Memorial Tollway; former exit 78
		79.99	128.73	80	Canfield Road	Westbound exit and eastbound entrance
		80.84	130.10	81A	IL 43 (Harlem Avenue) – River Forest
		81.14	130.58	81B	Sayre Avenue	Westbound exit and eastbound entrance
		81.85	131.72	82A	Nagle Avenue	No westbound exit
		82.09	132.11	82B	Bryn Mawr Avenue	Westbound exit
		82.31	132.47	82C	Austin Avenue to Foster Avenue	Eastbound exit
		82.79	133.24	83A	Foster Avenue	No eastbound exit
		83.01	133.59	83B	Central Avenue	Westbound exit and eastbound entrance
		83.71	134.72	84	Lawrence Avenue	Eastbound To I-94
		84.35– 84.59	135.75– 136.13	43B	I-94 west (Edens Expressway) – Milwaukee	Western end of I-94 overlap; westbound exit and eastbound entrance; western end of reversible express lanes
		84.77	136.42	43C	Montrose Avenue	Westbound exit and eastbound entrance
		85.03	136.84	43D	Kostner Avenue	Westbound exit
		85.39– 85.62	137.42– 137.79	44A	IL 19 (Irving Park Road) / Keeler Avenue – Elgin	No westbound exit
		85.62– 85.81	137.79– 138.10	44B	IL 19 (Irving Park Road) / Pulaski Road	Westbound exit and eastbound entrance
		86.34	138.95	45A	Addison Street
		86.77	139.64	45B	Kimball Avenue
		87.08	140.14	45C	Belmont Avenue / Kedzie Avenue	Westbound exit and eastbound entrance
		87.64	141.04	—	Sacramento Avenue	Eastbound entrance
		87.79	141.28	46A	California Avenue	Eastbound exit and westbound entrance
		87.96	141.56	46B	Diversey Avenue	Westbound exit and eastbound entrance
		88.53– 88.90	142.48– 143.07	47A	Western Avenue / Fullerton Avenue	Westbound exit and eastbound entrance from Western Avenue
		89.08	143.36	47B	Damen Avenue	Westbound exit and eastbound entrance
		89.52	144.07	48A	Armitage Avenue	Eastbound traffic uses Armitage Avenue to Ashland Avenue
		90.10	145.00	48B	IL 64 (North Avenue) – Melrose Park	Westbound traffic uses North Avenue to Ashland Avenue
		90.66	145.90	49A	Division Street
		90.91	146.31	49B	Augusta Boulevard / Milwaukee Avenue	Westbound exit and eastbound entrance
		91.40	147.09	50A	Ogden Avenue	Eastbound exit and westbound entrance
		91.62	147.45	50B	Ohio Street	Eastern end of reversible express lanes
		92.19	148.37	51A	Lake Street	Westbound exit and eastbound entrance
		92.27	148.49	51B	Randolph Street west
		92.34	148.61	51C	Washington Boulevard east	Exits only; no entrances
		92.44	148.77	51D	Madison Street
		92.53	148.91	51E	Monroe Street	Eastbound exit
		92.62	149.06	51F	Adams Street west	Eastbound exit and westbound entrance
		92.71	149.20	51G	Jackson Boulevard east	Eastbound exit and westbound entrance
		92.72– 93.35	149.22– 150.23	51H	I-290 west / IL 110 (CKC) west (Eisenhower Expressway) – Aurora	Jane Byrne Interchange; southeastern end of Kennedy Expressway; northern end of Dan Ryan Expressway; eastern termini of I-290/IL 110
				51I	Ida B. Wells Drive
		93.42	150.34	51J	Taylor Street / Roosevelt Road	Eastbound exit and westbound entrance; former exit 52A
		93.57	150.59	52B	Roosevelt Road / Taylor Street	Westbound exit and eastbound entrance
		94.22	151.63	52C	18th Street	Eastbound exit and westbound entrance
		94.48	152.05	53A	Canalport Avenue / Cermak Road	Westbound exit and eastbound entrance; Chinatown exit
		94.22– 96.04	151.63– 154.56	53B 53C	I-55 south (Stevenson Expressway) – St. Louis I-55 north (Stevenson Expressway) / 22nd Street – Lake Shore Drive, Chinatown	Signed as exits 53B (south) and 53C (north) westbound; I-55 exits 292 and 293B; Cermak Road access from westbound only; western end of express lanes
		96.16	154.75	54	31st Street
		96.45	155.22	55A	35th Street	Access to Guaranteed Rate Field and the Illinois Institute of Technology
		96.98	156.07	55B	Pershing Road
		97.44	156.81	56A	43rd Street
		97.97	157.67	56B	47th Street
98.88		159.13	57	Garfield Boulevard
99.50		160.13	58A	59th Street	Westbound exit and eastbound entrance
100.00		160.93	58B	63rd Street	Eastbound exit and westbound entrance
100.00– 100.33		160.93– 161.47	59A	I-94 east (Dan Ryan Expressway) – Indiana	Eastern end of I-94 overlap; eastern end of express lanes; eastbound exit and westbound entrance
100.33		161.47	100	State Street	Westbound exit and eastbound entrance
101.42		163.22	101	St. Lawrence Avenue	Westbound exit and eastbound entrance
101.78		163.80	102	73rd Street	Westbound exit and eastbound entrance
103.04– 103.33		165.83– 166.29	103	Stony Island Avenue north to Lake Shore Drive	Westbound exit and eastbound entrance
103.93		167.26	—	Jeffery Boulevard	Eastbound entrance
104.28		167.82	104	87th Street	Westbound exit
104.67		168.45	Chicago Skyway Toll Plaza
105.26		169.40	105	Anthony Avenue / 92nd Street	Eastbound exit and westbound entrance
105.82– 106.21		170.30– 170.93	Chicago Skyway Toll Bridge
107.62		173.20	107	US 12 / US 20 / US 41 / LMCT (Indianapolis Boulevard) – Bellwood / 104th Street	Eastbound exit and westbound entrance
107.82		173.52		I-90 east / Indiana Toll Road east to I-65 south / I-80 / I-94 – Toledo	Continuation into Indiana
1.000 mi = 1.609 km; 1.000 km = 0.621 mi       Concurrency terminus       Incomplete access        Tolled       Route transition       Unopened

I-90 has two related auxiliary Interstate Highways within Illinois. I-190 is a spur into O'Hare International Airport in Chicago that is also known as the Kennedy Expressway O'Hare Extension or the O'Hare Expressway. I-290 takes a southeasterly dogleg left route accessing the western suburbs and heading eastward into Downtown Chicago. It is also known as the Dwight D. Eisenhower Expressway. A third route, the Western O'Hare Beltway, is under construction and has been designated I-490. This new route, passing along the west side of O'Hare between I-90 and I-294, is expected to open in 2026.

• List of bridges documented by the Historic American Engineering Record in Illinois

• Illinois Tollway official site
• Official website of the Chicago Skyway
• Chicago Department of Transportation
• Description and history at Richard Carlson's Illinois Highways
• Historic, Current & Average Travel Times For The Jane Addams Tollway
• Best of Transportation Page
• Chicago Skyway (I-90) at Steve Anderson's ChicagoRoads.com
• Historic American Engineering Record (HAER) No. IL-145, "Chicago Skyway Toll Bridge"
• Chicago Skyway High Bridge at Structurae

Interstate 90
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