There are 9 ways to get from Stillwater to Chicago by taxi, bus, plane, train, car, 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.
Taxi, bus to Will Rogers World Airport, fly to Chicago Midway International Airport
best- Take the taxi from Stillwater to Perrytaxi
- Take the bus from Perry to Oklahoma City Bus Stationbus
- Fly from Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW)plane OKC - MDW
5h 24m$146–542Bus 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
6h 55m$86–450Bus, train
- 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
15h 51m$147–313Drive 748.2 mi
- Drive from Stillwater to Chicagocar 748.2 mi
12h 31m$137–198Taxi, bus to Will Rogers World Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Stillwater to Perrytaxi
- Take the bus from Perry to Oklahoma City Bus Stationbus
- Fly from Will Rogers World Airport (OKC) to Chicago O'Hare International Airport (ORD)plane OKC - ORD
5h 59m$132–472Bus 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
6h 28m$101–570Taxi, 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$282–750Taxi, 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 9m$268–660Bus
- 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
17h 1m$107–213
Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Stillwater to Chicago is to bus which costs $100 - $220 and takes 17h 1m.
The fastest way to get from Stillwater to Chicago is to taxi and bus and fly which takes 5h 24m and costs $140 - $550.
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 Bus Station and St Louis Bus Station. The journey, including transfers, takes approximately 17h 1m.
The distance between Stillwater and Chicago is 804 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 which takes 15h 51m and costs $140 - $320.
It takes approximately 5h 24m 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 1080+ 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 Bus Station, and St Louis Bus Station in around 17h 1m.
- Website
- aa.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- 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 59m
- When
- Every day
- Estimated price
- $90–440
Flights from Tulsa International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $75–430
Flights from Tulsa International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $110–550
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $80–460
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $120–600
- Website
- southwest.com
Flights from Will Rogers World Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $85–450
Flights from Will Rogers World Airport to Chicago Midway International Airport via Dallas
- Ave. Duration
- 4h 22m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $100–550
Flights from Tulsa International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $90–550
Flights from Wichita Mid-Continent Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $95–550
- Website
- united.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $70–380
Flights from Tulsa International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $75–430
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $80–460
- Website
- delta.com
Flights from Will Rogers World Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 15m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–550
Flights from Wichita Mid-Continent Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $100–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from St. Louis to Chicago Union Station
- Ave. Duration
- 4h 55m
- Frequency
- 5 times a day
- Estimated price
- $85–180
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Perry to Oklahoma City Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $8–17
- Website
- Greyhound
Bus from Tulsa Bus Station to St Louis Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $55–120
- Website
- Greyhound
Bus from Perry to Oklahoma City Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $8–17
- Website
- Greyhound
Bus from Tulsa Bus Station to St Louis Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $55–120
- Website
- Greyhound
- Phone
- +1 918-594-8332
- [email protected]
- Website
- Big Orange Bus
Bus from Oklahoma State University–Stillwater to Tulsa Campus
- Ave. Duration
- 1h 15m
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Schedules at
- Big Orange Bus
Bus from Oklahoma State University–Stillwater to Tulsa Campus
- Ave. Duration
- 1h 15m
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Schedules at
- Big Orange Bus
Bus from Oklahoma State University–Stillwater to Tulsa Campus
- Ave. Duration
- 1h 15m
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Schedules at
- Big Orange Bus
Bus from Oklahoma State University–Stillwater to Tulsa Campus
- Ave. Duration
- 1h 15m
- Frequency
- 3 times a day
- Estimated price
- $6–13
- Schedules at
- Big Orange Bus
- Phone
- +52 449 291 3048
- [email protected]
- Website
- TL Premium
Bus from Enid to Wichita
- Ave. Duration
- 2h
- Frequency
- 3 times a week
- Estimated price
- $140
- Schedules at
- TL Premium
Bus from Enid to Wichita
- Ave. Duration
- 2h
- Frequency
- 3 times a week
- Estimated price
- $140
- Schedules at
- TL Premium
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $45–80
- Schedules at
- Flixbus USA
- Ave. Duration
- 48 min
- Estimated price
- $16–20
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