There are 5 ways to get from Chesterfield to Chicago by bus, plane, train (Amtrak), bus (Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Line 91 bus, fly to Chicago Midway International Airport
best- Take the bus from Chestrfd Parkway @ Wild Horse Creek Sb to Delmar Loop Transit Center Ebbus
- Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane STL - MDW
4h 6m$61–379Bus (Flixbus)
cheapest- Take the bus from St Louis Bus Station to Chicago Bus Stationbus FlixBus 2510 / ...
9h 5m$52–92Train (Amtrak)
- Take the train from St. Louis to Chicago Union Stationtrain Lincoln Service / ...
7h 12m$94–194Drive 313.9 mi
- Drive from Chesterfield to Chicagocar 313.9 mi
5h 29m$58–83Line 91 bus, fly to Chicago O'Hare International Airport
- Take the bus from Chestrfd Parkway @ Wild Horse Creek Sb to Delmar Loop Transit Center Ebbus
- Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane STL - ORD
4h 29m$276–709
Chesterfield to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Chesterfield to Chicago is to bus which costs $50 - $95 and takes 9h 5m.
The fastest way to get from Chesterfield to Chicago is to line 91 bus and fly which takes 4h 6m and costs $60 - $380.
No, there is no direct bus from Chesterfield to Chicago station. However, there are services departing from Chestrfd Parkway @ Wild Horse Creek Sb and arriving at Chicago Bus Station via Delmar Loop Transit Center Eb and St Louis Bus Station. The journey, including transfers, takes approximately 9h 5m.
No, there is no direct train from Chesterfield station to Chicago station. However, there are services departing from DELMAR LOOP station and arriving at Chicago Union Station via St. Louis. The journey, including transfers, takes approximately 7h 12m.
The distance between Chesterfield and Chicago is 290 miles. The road distance is 315.7 miles.
The best way to get from Chesterfield to Chicago without a car is to train which takes 7h 12m and costs $90 - $200.
It takes approximately 4h 6m to get from Chesterfield to Chicago, including transfers.
Chesterfield to Chicago bus services, operated by Flixbus USA, depart from St Louis Bus Station.
Chesterfield to Chicago train services, operated by Amtrak, depart from St. Louis station.
The best way to get from Chesterfield to Chicago is to train which takes 7h 12m and costs $90 - $200. Alternatively, you can bus, which costs $50 - $95 and takes 9h 5m.
What companies run services between Chesterfield, MO, USA and Chicago, IL, USA?
Amtrak operates a train from St. Louis to Chicago Union Station 5 times a day. Tickets cost $90–190 and the journey takes 4h 55m. Alternatively, Flixbus USA operates a bus from St Louis Bus Station to Chicago Bus Station twice daily. Tickets cost $50–90 and the journey takes 6h 5m.
- Website
- southwest.com
Flights from Lambert–St. Louis International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $55–370
- Website
- united.com
Flights from Lambert–St. Louis International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $45–310
- Website
- aa.com
Flights from Lambert–St. Louis International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $45–310
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- $90–190
- Website
- https://www.amtrak.com/home.html
- Phone
- 314-982-1406
- [email protected]
- Website
- metrostlouis.org
Bus from Chestrfd Parkway @ Wild Horse Creek Sb to Delmar Loop Transit Center Eb
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://www.metrostlouis.org
Bus from Chestrfd Parkway @ Wild Horse Creek Sb to Delmar Loop Transit Center Eb
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $1
- Website
- https://www.metrostlouis.org
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $50–90
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Chesterfield to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chesterfield to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Chesterfield to Chicago is 316 miles. It takes approximately 5h 29m to drive from Chesterfield to Chicago.
There are 1328+ hotels available in Chicago.









