There are 8 ways to get from Denison to Chicago by car, plane, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Omaha, fly to Chicago Midway International Airport
best- Drive from Denison to Omaha-Airport-OMAcar
- Fly from Omaha (OMA) to Chicago Midway International Airport (MDW)plane OMA - MDW
3h 38m$80–423Drive to Fort Dodge Municipal Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Denison to Fort Dodge Municipal Airport (FOD)car
- Fly from Fort Dodge Municipal Airport (FOD) to Chicago O'Hare International Airport (ORD)plane FOD - ORD
4h 19m$53–279Drive, bus (Greyhound)
- Drive from Denison to Omaha, NEcar
- Take the bus from Omaha, NE to Chicago Bus Stationbus Greyhound US0123S
11h 11m$88–138Drive 415.9 mi
- Drive from Denison to Chicagocar 415.9 mi
7h 44m$76–110Drive to Omaha, fly to Chicago O'Hare International Airport
- Drive from Denison to Omaha-Airport-OMAcar
- Fly from Omaha (OMA) to Chicago O'Hare International Airport (ORD)plane OMA - ORD
4h 3m$455–723Drive to Sioux Gateway Airport/Col. Bud Day Field, fly to Chicago O'Hare International Airport
- Drive from Denison to Sioux Gateway Airport/Col. Bud Day Field (SUX)car
- Fly from Sioux Gateway Airport/Col. Bud Day Field (SUX) to Chicago O'Hare International Airport (ORD)plane SUX - ORD
4h 1m$55–293Drive to Des Moines, fly to Chicago O'Hare International Airport
- Drive from Denison to Des-Moines-Airport-DSMcar
- Fly from Des Moines (DSM) to Chicago O'Hare International Airport (ORD)plane DSM - ORD
4h 41m$78–395Drive to Des Moines, fly to Chicago Midway International Airport
- Drive from Denison to Des-Moines-Airport-DSMcar
- Fly from Des Moines (DSM) to Chicago Midway International Airport (MDW)plane DSM - MDW
4h 22m$93–495
Omaha (OMA) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Denison to Chicago is to drive which costs $75 - $110 and takes 7h 44m.
The fastest way to get from Denison to Chicago is to drive and fly which takes 3h 38m and costs $75 - $430.
The distance between Denison and Chicago is 506 miles. The road distance is 418.4 miles.
It takes approximately 3h 38m to get from Denison to Chicago, including transfers.
Yes, the driving distance between Denison to Chicago is 418 miles. It takes approximately 7h 44m to drive from Denison to Chicago.
There are 1309+ hotels available in Chicago.
What companies run services between Denison, IA, USA and Chicago, IL, USA?
There is no direct connection from Denison to Chicago. However, you can drive to Omaha-Airport-OMA airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a vehicle from Denison to Chicago Bus Station via Omaha, NE in around 11h 11m.
- Website
- southwest.com
Flights from Omaha to Chicago Midway International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $65–400
Flights from Omaha to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 45m
- When
- Tuesday to Friday
- Estimated price
- $75–440
Flights from Des Moines to Chicago Midway International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $70–460
- Website
- united.com
Flights from Omaha to Chicago O'Hare International Airport
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $50–320
Flights from Sioux Gateway Airport/Col. Bud Day Field to Chicago O'Hare International Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $40–270
Flights from Des Moines to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $55–360
Flights from Fort Dodge Municipal Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $35–250
- Website
- aa.com
Flights from Omaha to Chicago O'Hare International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $50–320
Flights from Des Moines to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $55–360
- Website
- delta.com
Flights from Omaha to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $60–350
Flights from Omaha to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 22m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $75–400
Flights from Des Moines to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $70–420
Flights from Des Moines to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 7m
- When
- Saturday
- Estimated price
- $85–470
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Omaha, NE to Chicago Bus Station
- Ave. Duration
- 9h 45m
- Frequency
- Once daily
- Estimated price
- $75–120
- Website
- Greyhound
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide


