There are 5 ways to get from Middleton to Chicago by bus, car, plane, train, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus
best- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus Van Galder
5h 2m$28–62Bus via Parmenter at Franklin
cheapest- Take the bus from Madison to Chicago Bus Stationbus FlixBus 2548 / ...
5h 41m$26–52Drive 152.8 mi
- Drive from Middleton to Chicagocar 152.8 mi
2h 43m$28–41Bus, fly
- Take the bus from Park at Elmwood to W Johnson at East Campusbus
- Fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD)plane MSN - ORD
4h 19m$41–319Bus, train
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus Madison
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
5h 29m$35–78
Middleton to Chicago by bus
Questions & Answers
The cheapest way to get from Middleton to Chicago is to bus via Parmenter at Franklin which costs $26 - $55 and takes 5h 41m.
The fastest way to get from Middleton to Chicago is to drive which takes 2h 43m and costs $27 - $45.
No, there is no direct bus from Middleton to Chicago. However, there are services departing from Park at Elmwood and arriving at W Jackson Blvd, after S Clinton St via 250 N. Lake St - Madison UW Campus. The journey, including transfers, takes approximately 5h 2m.
The distance between Middleton and Chicago is 165 miles. The road distance is 153.7 miles.
The best way to get from Middleton to Chicago without a car is to bus which takes 5h 2m and costs $28 - $65.
It takes approximately 5h 2m to get from Middleton to Chicago, including transfers.
Middleton to Chicago bus services, operated by Rockland Coaches, depart from 250 N. Lake St - Madison UW Campus station.
Middleton to Chicago bus services, operated by Rockland Coaches, arrive at W Jackson Blvd, after S Clinton St station.
Yes, the driving distance between Middleton to Chicago is 154 miles. It takes approximately 2h 43m to drive from Middleton to Chicago.
There are 1308+ hotels available in Chicago.
What companies run services between Middleton, WI, USA and Chicago, IL, USA?
Rockland Coaches operates a bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St hourly. Tickets cost $26–60 and the journey takes 4h.
- Website
- united.com
Flights from Dane County Regional Airport-Truax Field to Chicago O'Hare International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $35–310
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–55
- Website
- Amtrak
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
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