There are 5 ways to get from Oregon to Chicago by plane, bus, car, 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.
Fly
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD)plane MSN - ORD
2h 25m$90–358Drive 135 mi
cheapest- Drive from Oregon to Chicagocar 135 mi
2h 34m$25–36Bus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus Van Galder
4h 17m$62–103Bus, 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 / ...
4h 21m$75–128Bus via Fish Hatchery at Caddis
- Take the bus from Madison to Chicago Bus Stationbus FlixBus 2548 / ...
5h 44m$62–94
Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Oregon to Chicago is to drive which costs $24 - $40 and takes 2h 34m.
The fastest way to get from Oregon to Chicago is to fly which takes 2h 25m and costs $90 - $360.
No, there is no direct bus from Oregon to Chicago. However, there are services departing from 250 N. Lake St - Madison UW Campus and arriving at W Jackson Blvd, after S Clinton St via . The journey, including transfers, takes approximately 4h 17m.
The distance between Oregon and Chicago is 144 miles. The road distance is 135.8 miles.
The best way to get from Oregon to Chicago without a car is to bus which takes 4h 17m and costs $60 - $110.
It takes approximately 2h 25m to get from Oregon to Chicago, including transfers.
Oregon to Chicago bus services, operated by Rockland Coaches, depart from 250 N. Lake St - Madison UW Campus station.
The best way to get from Oregon to Chicago is to fly which takes 2h 25m and costs $90 - $360. Alternatively, you can bus, which costs $60 - $110 and takes 4h 17m.
Oregon to Chicago bus services, operated by Rockland Coaches, arrive at W Jackson Blvd, after S Clinton St station.
Yes, the driving distance between Oregon to Chicago is 136 miles. It takes approximately 2h 34m to drive from Oregon to Chicago.
What companies run services between Oregon, WI, USA and Chicago, IL, USA?
American Airlines and United Airlines fly from Dane County Regional Airport-Truax Field (MSN) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, 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 15m
- When
- Every day
- Estimated price
- $35–290
- Website
- aa.com
Flights from Dane County Regional Airport-Truax Field to Chicago O'Hare International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $35–290
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- coachusa.com
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
- coachusa.com
- Adult
- $26–60
- Phone
- +1 414-266-4409
- [email protected]
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $23–30
- Website
- https://badgerbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $29–40
- Book at
- https://www.jeffersonlines.com
- Adult
- $29–40
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $13–25
- Website
- https://www.greyhound.com/
Bus from Madison to Chicago Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Once daily
- Estimated price
- $28–55
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $12–21
- Schedules at
- flixbus.com
Bus from Madison to Chicago Bus Station
- Ave. Duration
- 4h 10m
- Frequency
- Twice daily
- Estimated price
- $28–50
- Schedules at
- flixbus.com
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More Questions & Answers
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