There are 6 ways to get from Des Moines Airport (DSM) to Chicago by plane, bus (Greyhound), rideshare, car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Des Moines (DSM) to Chicago Midway International Airport (MDW)plane DSM - MDW
1h 56m$73–449Drive 336.7 mi
cheapest- Drive from Des Moines Airport (DSM) to Chicagocar 336.7 mi
5h 43m$62–89Bus (Greyhound)
- Take the bus from Des Moines to Chicago Bus Stationbus Greyhound US0123S / ...
8h 44m$110–306Airport Transfer
- Take the rideshare from Des Moines-DSM to Chicago336.7 mi
5h 43mFly to Chicago O'Hare International Airport
- Fly from Des Moines (DSM) to Chicago O'Hare International Airport (ORD)plane DSM - ORD
2h 21m$62–381Bus, train
- Take the bus from Des Moines to Galesburgbus Greyhound US0157S
- Take the train from Galesburg Amtrak Station to Chicago Union Stationtrain Carl Sandburg / ...
10h 4m$140–381
Des Moines (DSM) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Des Moines Airport (DSM) to Chicago is to drive which costs $60 - $90 and takes 5h 43m.
The fastest way to get from Des Moines Airport (DSM) to Chicago is to fly which takes 1h 56m and costs $70 - $450.
No, there is no direct bus from Des Moines Airport (DSM) to Chicago station. However, there are services departing from Des Moines and arriving at Chicago Bus Station via . The journey, including transfers, takes approximately 8h 44m.
The distance between Des Moines Airport (DSM) and Chicago is 318 miles. The road distance is 338.7 miles.
The best way to get from Des Moines Airport (DSM) to Chicago without a car is to bus which takes 8h 44m and costs $110 - $310.
It takes approximately 1h 56m to get from Des Moines Airport (DSM) to Chicago, including transfers.
Des Moines Airport (DSM) to Chicago bus services, operated by Greyhound USA, depart from Des Moines station.
The best way to get from Des Moines Airport (DSM) to Chicago is to fly which takes 1h 56m and costs $70 - $450. Alternatively, you can bus, which costs $110 - $310 and takes 8h 44m.
Des Moines Airport (DSM) to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Yes, the driving distance between Des Moines Airport (DSM) to Chicago is 339 miles. It takes approximately 5h 43m to drive from Des Moines Airport (DSM) to Chicago.
What companies run services between Des Moines Airport (DSM), USA and Chicago, IL, USA?
Southwest Airlines flies from Des Moines (DSM) to Chicago Midway International Airport (MDW) twice daily. Alternatively, Greyhound USA operates a bus from Des Moines to Chicago Bus Station 5 times a day. Tickets cost $50–95 and the journey takes 7h 5m.
- Website
- southwest.com
Flights from Des Moines to Chicago Midway International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $70–450
- Website
- united.com
Flights from Des Moines to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $60–380
- Website
- aa.com
Flights from Des Moines to Chicago O'Hare International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $60–380
- Website
- delta.com
Flights from Des Moines to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 3h 58m
- When
- Every day
- Estimated price
- $80–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Galesburg Amtrak Station to Chicago Union Station
- Ave. Duration
- 2h 55m
- Frequency
- 3 times a day
- Estimated price
- $50–110
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Des Moines to Chicago Bus Station
- Ave. Duration
- 7h 5m
- Frequency
- 5 times a day
- Estimated price
- $50–95
- Website
- https://www.greyhound.com/
Bus from Des Moines to Galesburg
- Ave. Duration
- 4h 30m
- Frequency
- Twice daily
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
- Website
- https://www.mozio.com
Rideshare from Des Moines-DSM to Chicago
- Ave. Duration
- 5h 43m
- Frequency
- On demand
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More Questions & Answers
There are 1302+ hotels available in Chicago.
Check out Blablacar's carpooling service for rideshare options between Des Moines Airport (DSM) and Chicago. A great option if you don't have a driver's licence or want to avoid public transport.








