There are 7 ways to get from Sikeston to Chicago by car, plane, bus, train, or taxi
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 Barkley Regional Airport, fly to Chicago O'Hare International Airport
best- Drive from Sikeston to Barkley Regional Airport (PAH)car
- Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane PAH - ORD
3h 26m$52–290Bus
- Take the bus from Flying J - Matthews to Tornado Bus Co - Chicagobus Milwaukee
8h 20m$115–143Drive, train (Amtrak)
- Drive from Sikeston to Fulton Amtrak Stationcar
- Take the train from Fulton Amtrak Station to Chicago Union Stationtrain City of New Orleans
9h 34m$113–258Drive 395.2 mi
- Drive from Sikeston to Chicagocar 395.2 mi
6h 32m$73–105Bus to Williamson County Regional Airport, fly to Chicago O'Hare International Airport
- Take the bus from Flying J - Matthews to Marathon Gas Station - Marionbus
- Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane MWA - ORD
5h 18m$138–301Taxi, bus to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport
- Take the taxi from Sikeston to Cape Girardeautaxi
- Take the bus from Cape Girardeau to St Louis Bus Stationbus
- Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane STL - MDW
5h 55m$165–499Taxi, bus to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Sikeston to Cape Girardeautaxi
- Take the bus from Cape Girardeau to St Louis Bus Stationbus
- Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane STL - ORD
6h 22m$385–849
Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Sikeston to Chicago is to drive which costs $70 - $110 and takes 6h 32m.
The fastest way to get from Sikeston to Chicago is to drive and fly which takes 3h 26m and costs $50 - $290.
No, there is no direct bus from Sikeston to Chicago station. However, there are services departing from Flying J - Matthews and arriving at Sox-35th Red Line Station via California & 35th Street. The journey, including transfers, takes approximately 8h 20m.
The distance between Sikeston and Chicago is 418 miles. The road distance is 397.5 miles.
The best way to get from Sikeston to Chicago without a car is to bus which takes 8h 20m and costs $110 - $150.
It takes approximately 3h 26m to get from Sikeston to Chicago, including transfers.
Sikeston to Chicago bus services, operated by Tornado Bus Company, depart from Flying J - Matthews station.
Sikeston to Chicago bus services, operated by Tornado Bus Company, arrive at Tornado Bus Co - Chicago station.
Yes, the driving distance between Sikeston to Chicago is 397 miles. It takes approximately 6h 32m to drive from Sikeston to Chicago.
There are 1297+ hotels available in Chicago.
What companies run services between Sikeston, MO, USA and Chicago, IL, USA?
Tornado Bus Company operates a bus from Flying J - Matthews to Tornado Bus Co - Chicago once daily. Tickets cost $80–100 and the journey takes 7h 24m.
- Website
- southwest.com
Flights from Lambert–St. Louis International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $50–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Fulton Amtrak Station to Chicago Union Station
- Ave. Duration
- 8h 5m
- Frequency
- Once daily
- Estimated price
- $100–240
- Website
- Amtrak
- Phone
- +1 888 358 6762
- [email protected]
- Website
- Tornado Bus Company
Bus from Flying J - Matthews to Tornado Bus Co - Chicago
- Ave. Duration
- 7h 24m
- Frequency
- Once daily
- Estimated price
- $80–100
- Schedules at
- Tornado Bus Company
- Adult
- $80–100
Bus from Flying J - Matthews to Marathon Gas Station - Marion
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $17–40
- Schedules at
- Tornado Bus Company
- Adult
- $17–40
- Ave. Duration
- 35 min
- Estimated price
- $90–120
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





