There are 6 ways to get from Overland Park to Chicago by taxi, plane, train (Amtrak), bus (Greyhound), 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.
Taxi to Kansas City, fly to Chicago Midway International Airport
best- Take the taxi from Overland Park to On 11Th At Central Westboundtaxi
- Fly from Kansas City (MCI) to Chicago Midway International Airport (MDW)plane MCI - MDW
4h 7m$106–475Drive to Manhattan Regional Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Overland Park to Manhattan Regional Airport (MHK)car
- Fly from Manhattan Regional Airport (MHK) to Chicago O'Hare International Airport (ORD)plane MHK - ORD
4h 57m$75–338Train
- Take the train from Kansas City to Naperville Amtrak Stationtrain Southwest Chief
- Take the train from Naperville to Chicago Union Stationtrain Bnsf
8h 38m$146–292Bus (Greyhound)
- Take the bus from Kansas City Bus Station to Des Moinesbus Greyhound US0156
- Take the bus from Des Moines to Chicago Bus Stationbus Greyhound US0123S / ...
11h 32m$108–188Drive 514 mi
- Drive from Overland Park to Chicagocar 514 mi
8h 58m$94–136Taxi to Kansas City, fly to Chicago O'Hare International Airport
- Take the taxi from Overland Park to On 11Th At Central Westboundtaxi
- Fly from Kansas City (MCI) to Chicago O'Hare International Airport (ORD)plane MCI - ORD
4h 37m$406–845
Kansas City (MCI) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Overland Park to Chicago is to drive which costs $90 - $140 and takes 8h 58m.
The fastest way to get from Overland Park to Chicago is to taxi and fly which takes 4h 7m and costs $100 - $480.
No, there is no direct bus from Overland Park station to Chicago station. However, there are services departing from Kansas City Bus Station and arriving at Chicago Bus Station via Des Moines. The journey, including transfers, takes approximately 11h 32m.
No, there is no direct train from Overland Park to Chicago station. However, there are services departing from Kansas City and arriving at Chicago Union Station via Naperville. The journey, including transfers, takes approximately 8h 38m.
The distance between Overland Park and Chicago is 452 miles. The road distance is 517 miles.
The best way to get from Overland Park to Chicago without a car is to train which takes 8h 38m and costs $140 - $300.
It takes approximately 4h 7m to get from Overland Park to Chicago, including transfers.
Overland Park to Chicago bus services, operated by Greyhound USA, depart from Kansas City Bus Station.
Overland Park to Chicago train services, operated by Amtrak, depart from Kansas City station.
The best way to get from Overland Park to Chicago is to train which takes 8h 38m and costs $140 - $300. Alternatively, you can bus, which costs $100 - $190 and takes 11h 32m.
What companies run services between Overland Park, KS, USA and Chicago, IL, USA?
You can take a vehicle from Overland Park to Chicago Union Station via Kansas City and Naperville in around 8h 38m. Alternatively, you can take a vehicle from Overland Park to Chicago Bus Station via Kansas City Bus Station and Des Moines in around 11h 32m.
- Website
- southwest.com
Flights from Kansas City to Chicago Midway International Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $70–430
Flights from Kansas City to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 20m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $75–460
Flights from Kansas City to Chicago Midway International Airport via Milwaukee
- Ave. Duration
- 3h 15m
- When
- Saturday
- Estimated price
- $80–460
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Kansas City to Naperville Amtrak Station
- Ave. Duration
- 6h 52m
- Frequency
- Once daily
- Estimated price
- $110–250
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Kansas City Bus Station to Des Moines
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $27–55
- Website
- Greyhound
Bus from Des Moines to Chicago Bus Station
- Ave. Duration
- 7h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–90
- Website
- Greyhound
- Ave. Duration
- 15 min
- Estimated price
- $30–40
Kens Taxi & Shuttle Service
- Phone
- +1 816-946-4098
Local Budget Cab Co
- Phone
- +1 816-921-5000
- Website
- localbudgetcabco.com
Kens Taxi & Shuttle Service
- Phone
- +1 816-946-4098
Local Budget Cab Co
- Phone
- +1 816-921-5000
- Website
- localbudgetcabco.com
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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Overland Park to Chicago bus services, operated by Greyhound USA, arrive at Des Moines station.
Overland Park to Chicago train services, operated by Amtrak, arrive at Naperville Amtrak Station.
Yes, the driving distance between Overland Park to Chicago is 517 miles. It takes approximately 8h 58m to drive from Overland Park to Chicago.
Book your Overland Park to Chicago bus tickets online with Omio.
There are 1297+ hotels available in Chicago.