There are 10 ways to get from Stillwater to Chicago by bus, plane, train, car, taxi, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Will Rogers World Airport, fly to Chicago O'Hare International Airport
best- Take the bus from Stillwater - OSU to Downtown Oklahoma Citybus
- Fly from Will Rogers World Airport (OKC) to Chicago O'Hare International Airport (ORD)plane OKC - ORD
5h 28m$148–660Bus to Tulsa International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus
- Fly from Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD)plane TUL - ORD
8h 21m$73–417Bus, train via St. Louis
- Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus
- Take the bus from Tulsa Bus Station to St Louis Bus Stationbus
- Take the train from St. Louis to Chicago Union Stationtrain
16h 50m$108–468Bus, train
- Take the bus from Stillwater - OSU to Downtown Oklahoma Citybus
- Take the bus from Oklahoma City to Newton Stationbus
- Take the train from Newton Station to Chicago Union Stationtrain
20h 5mDrive 748.2 mi
- Drive from Stillwater to Chicagocar 748.2 mi
12h 31m$137–198Bus to Will Rogers World Airport, fly to Chicago Midway International Airport
- Take the bus from Stillwater - OSU to Downtown Oklahoma Citybus
- Fly from Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW)plane OKC - MDW
5h$188–850Taxi, bus to Wichita Mid-Continent Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Stillwater to Enidtaxi
- Take the bus from Enid to Wichitabus
- Fly from Wichita Mid-Continent Airport (ICT) to Chicago O'Hare International Airport (ORD)plane ICT - ORD
7h 7m$204–462Taxi, bus to Wichita Mid-Continent Airport, fly to Chicago Midway International Airport
- Take the taxi from Stillwater to Enidtaxi
- Take the bus from Enid to Wichitabus
- Fly from Wichita Mid-Continent Airport (ICT) to Chicago Midway International Airport (MDW)plane ICT - MDW
6h 43m$224–582Bus to Tulsa International Airport, fly to Chicago Midway International Airport
- Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus
- Fly from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW)plane TUL - MDW
7h 52m$103–607Bus
- Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus
- Take the bus from Tulsa Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
18h 10m$103–253
Will Rogers World Airport (OKC) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Stillwater to Chicago is to drive which costs $130 - $200 and takes 12h 31m.
The fastest way to get from Stillwater to Chicago is to bus and fly which takes 5h and costs $180 - $850.
No, there is no direct bus from Stillwater to Chicago station. However, there are services departing from Oklahoma State University–Stillwater and arriving at Chicago Bus Station via Tulsa OSU, Tulsa Bus Station and St Louis Bus Station. The journey, including transfers, takes approximately 18h 10m.
The distance between Stillwater and Chicago is 787 miles. The road distance is 752.6 miles.
The best way to get from Stillwater to Chicago without a car is to bus and train via St. Louis which takes 16h 50m and costs $100 - $470.
It takes approximately 5h 28m to get from Stillwater to Chicago, including transfers.
Stillwater to Chicago bus services, operated by Big Orange Bus, depart from Oklahoma State University–Stillwater station.
Stillwater to Chicago bus services, operated by Big Orange Bus, arrive at Tulsa Campus station.
Yes, the driving distance between Stillwater to Chicago is 753 miles. It takes approximately 12h 31m to drive from Stillwater to Chicago.
There are 1068+ hotels available in Chicago.
What companies run services between Stillwater, OK, USA and Chicago, IL, USA?
You can take a bus from Oklahoma State University–Stillwater to Chicago Bus Station via Tulsa Campus, Tulsa OSU, Tulsa Bus Station, and St Louis Bus Station in around 18h 10m.
- Website
- aa.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $80–460
Flights from Will Rogers World Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $100–550
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $50–290
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $75–370
Flights from Tulsa International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $60–360
Flights from Tulsa International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $85–450
- Website
- southwest.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $100–550
Flights from Will Rogers World Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Will Rogers World Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 25m
- When
- Monday
- Estimated price
- $120–700
Flights from Wichita Mid-Continent Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 45m
- When
- Monday to Friday
- Estimated price
- $70–410
Flights from Wichita Mid-Continent Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $75–420
Flights from Tulsa International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–550
Flights from Tulsa International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $90–550
Flights from Tulsa International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 20m
- When
- Saturday
- Estimated price
- $110–600
Flights from Tulsa International Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 20m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
- Website
- united.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $80–460
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $50–290
Flights from Tulsa International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $60–360
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Louis to Chicago Union Station
- Ave. Duration
- 4h 55m
- Frequency
- 5 times a day
- Estimated price
- $40–280
- Website
- https://www.amtrak.com/home.html
Train from Newton Station to Chicago Union Station
- Ave. Duration
- 12h 43m
- Frequency
- Once daily
- Estimated price
- $85–240
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877 733 0724
- Website
- redcoachusa.com
Bus from Stillwater - OSU to Downtown Oklahoma City
- Ave. Duration
- 1h 5m
- Frequency
- Twice a week
- Estimated price
- $21–140
- Website
- https://www.redcoachusa.com
- Web
- $21–140
- Phone
- +1 918-594-8332
- shuttles@okstate.edu
- Website
- shuttle.okstate.edu
Bus from Oklahoma State University–Stillwater to Tulsa Campus
- Ave. Duration
- 1h 15m
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Schedules at
- shuttle.okstate.edu
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Tulsa Bus Station to St Louis Bus Station
- Ave. Duration
- 7h 35m
- Frequency
- Twice daily
- Estimated price
- $60–140
- Website
- https://www.greyhound.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Oklahoma City to Newton Station
- Ave. Duration
- 3h 50m
- Frequency
- Once daily
- Website
- https://www.amtrak.com/home.html
- Phone
- +52 449 913 0502
- tours.lopez@hotmail.com
- Website
- facebook.com
Bus from Enid to Wichita
- Ave. Duration
- 2h
- Frequency
- 3 times a week
- Estimated price
- $107–113
- Schedules at
- facebook.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–65
- Schedules at
- flixbus.com
- Ave. Duration
- 1h 3m
- Estimated price
- $16–20
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