Car hire and driving in Chicago
Driving distances to the cities around, the rules that change at the border, and where to compare rental prices.
In United States traffic drives on the right. Picking up at MDW means 11 km (7 mi) into the centre before the trip starts. The emergency number is http://www.wikidata.org/entity/Q533806.
Drives from Chicago
| Route | Country | Distance | Estimated time |
|---|---|---|---|
| Chicago to Naperville | United States | 42 km (26 mi) | about 34 min |
| Chicago to Joliet | United States | 51 km (32 mi) | about 41 min |
| Chicago to Elgin | United States | 56 km (35 mi) | about 46 min |
| Chicago to Aurora | United States | 56 km (35 mi) | about 46 min |
| Chicago to South Bend | United States | 118 km (73 mi) | about 1 h 36 min |
| Chicago to Rockford | United States | 128 km (80 mi) | about 1 h 44 min |
| Chicago to Milwaukee | United States | 134 km (83 mi) | about 1 h 49 min |
| Chicago to Madison | United States | 198 km (123 mi) | about 2 h 41 min |
| Chicago to Grand Rapids | United States | 204 km (127 mi) | about 2 h 46 min |
| Chicago to North Peoria | United States | 205 km (127 mi) | about 2 h 47 min |
| Chicago to Peoria | United States | 207 km (129 mi) | about 2 h 48 min |
| Chicago to Fort Wayne | United States | 225 km (140 mi) | about 3 h 3 min |
| Chicago to New York City | United States | 1,146 km (712 mi) | about 15 h 32 min |
| Chicago to Toronto | Canada | 704 km (437 mi) | about 9 h 33 min |
| Chicago to Brooklyn | United States | 1,152 km (716 mi) | about 15 h 37 min |
| Chicago to Queens | United States | 1,161 km (721 mi) | about 15 h 44 min |
| Chicago to Houston | United States | 1,512 km (939 mi) | about 20 h 30 min |
| Chicago to Montréal | Canada | 1,200 km (746 mi) | about 16 h 16 min |
| Chicago to Philadelphia | United States | 1,069 km (664 mi) | about 14 h 30 min |
| Chicago to San Antonio | United States | 1,691 km (1,051 mi) | about 22 h 55 min |
Distances are straight-line; road and rail routes run about 15–25% longer. Times are estimates from distance and typical speeds, not timetables.
Where to compare car hire
We take no bookings for these providers and hold no reservation with them. The provider you choose handles payment, confirmation, changes and refunds. How that works.
Common questions
Which side of the road do they drive on in Chicago?
The right, as everywhere in United States.
How are the journey times on this page worked out?
From straight-line distance and typical speeds for each mode, so they are estimates for planning, not timetables. Road and rail routes run 15–25% longer than the straight line.
Where these facts come from
- GeoNames (CC BY 4.0): population, elevation, time zone, postal codes
- Wikidata (CC0): area, sister cities, visitor numbers, heritage listings, stations and ports
- OurAirports (public domain): airports, runways
- Natural Earth (public domain): map outlines
Data compiled 13 September 2026. Hotel figures are from our booking partner’s catalogue on that date. Journey times on this page are estimates from distance, not timetables; check the operator before you rely on one.