There are 9 ways to get from Oklahoma to Chicago by plane, bus (Greyhound, Flixbus), bus, train, car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Will Rogers World Airport to Chicago Midway International Airport
best- Fly from Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW)plane OKC - MDW
2h 51m$112–514Fly Tulsa International Airport to Chicago O'Hare International Airport
cheapest- Fly from Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD)plane TUL - ORD
4h 18m$74–407Bus
- Take the bus from Oklahoma City Bus Station to St Louis Bus Stationbus Greyhound US1210
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus FlixBus N2521 / ...
16h 29m$128–215Bus, train (Amtrak)
- Take the bus from Oklahoma City to Newton Stationbus Amtrak Thruway Connecting Service
- Take the train from Newton Station to Chicago Union Stationtrain Southwest Chief
17h 33m$194–433Drive 790.3 mi
- Drive from Oklahoma City to Chicagocar 790.3 mi
13h$145–209Fly Will Rogers World Airport to Chicago O'Hare International Airport
- Fly from Will Rogers World Airport (OKC) to Chicago O'Hare International Airport (ORD)plane OKC - ORD
3h 13m$97–414Fly Tulsa International Airport to Chicago Midway International Airport
- Fly from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW)plane TUL - MDW
3h 54m$89–507Drive to Northwest Arkansas Regional Airport, fly to Chicago O'Hare International Airport
- Drive from Broken Arrow to Northwest Arkansas Regional Airport (XNA)car
- Fly from Northwest Arkansas Regional Airport (XNA) to Chicago O'Hare International Airport (ORD)plane XNA - ORD
4h 31m$75–372Train (Amtrak)
- Take the train from Oklahoma City to Fort Worthtrain Heartland Flyer
- Take the train from Fort Worth to Chicago Union Stationtrain Texas Eagle
28h 28m$301–720
Oklahoma to Chicago by bus and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Oklahoma to Chicago is to bus which costs $120 - $220 and takes 16h 29m.
The fastest way to get from Oklahoma to Chicago is to fly which takes 2h 51m and costs $110 - $550.
No, there is no direct bus from Oklahoma station to Chicago station. However, there are services departing from Oklahoma City Bus Station and arriving at Chicago Bus Station via St Louis Bus Station. The journey, including transfers, takes approximately 16h 29m.
No, there is no direct train from Oklahoma to Chicago station. However, there are services departing from Oklahoma City and arriving at Chicago Union Station via Fort Worth. The journey, including transfers, takes approximately 28h 28m.
The distance between Oklahoma and Chicago is 715 miles. The road distance is 795 miles.
The best way to get from Oklahoma to Chicago without a car is to bus which takes 16h 29m and costs $120 - $220.
It takes approximately 2h 51m to get from Oklahoma to Chicago, including transfers.
Oklahoma to Chicago bus services, operated by Greyhound USA, depart from Oklahoma City Bus Station.
Oklahoma to Chicago train services, operated by Amtrak, depart from Oklahoma City station.
The best way to get from Oklahoma to Chicago is to fly which takes 2h 51m and costs $110 - $550. Alternatively, you can bus, which costs $120 - $220 and takes 16h 29m, you could also train, which costs $300 - $750 and takes 28h 28m.
What companies run services between Oklahoma, USA and Chicago, IL, USA?
Southwest Airlines flies from Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a vehicle from Oklahoma City to Chicago Bus Station via Oklahoma City Bus Station and St Louis Bus Station in around 16h 29m.
- Website
- aa.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $70–380
Flights from Will Rogers World Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $85–440
Flights from Tulsa International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $70–400
Flights from Northwest Arkansas Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $55–340
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Newton Station to Chicago Union Station
- Ave. Duration
- 12h 43m
- Frequency
- Once daily
- Estimated price
- $150–370
- Website
- Amtrak
Train from Oklahoma City to Fort Worth
- Ave. Duration
- 4h 2m
- Frequency
- Once daily
- Estimated price
- $50–120
- Website
- Amtrak
Train from Fort Worth to Chicago Union Station
- Ave. Duration
- 23h 26m
- Frequency
- Once daily
- Estimated price
- $250–600
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Oklahoma City Bus Station to St Louis Bus Station
- Ave. Duration
- 9h 20m
- Frequency
- Twice daily
- Estimated price
- $75–130
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Oklahoma to Chicago bus services, operated by Greyhound USA, arrive at St Louis Bus Station.
Oklahoma to Chicago train services, operated by Amtrak, arrive at Fort Worth station.
Yes, the driving distance between Oklahoma to Chicago is 795 miles. It takes approximately 13h to drive from Oklahoma to Chicago.
Book your Oklahoma to Chicago train tickets online with Omio.
There are 1301+ hotels available in Chicago.







