There are 8 ways to get from Rolla to Chicago by car, plane, shuttle, train, bus, 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 Columbia Regional Airport, fly to Chicago O'Hare International Airport
best- Drive from Rolla to Columbia Regional Airport (COU)
- Fly from Columbia Regional Airport (COU) to Chicago O'Hare International Airport (ORD)COU - ORD
3h 50m$52–276Shuttle, train
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Take the train from St. Louis to Chicago Union StationLincoln Service / ...
8h 38m$177–466Shuttle, bus
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Take the bus from St Louis Bus Station to Chicago Bus StationFlixBus N2521 / ...
10h 45m$189–263Drive 397.4 mi
- Drive from Rolla to Chicago397.4 mi
6h 46m$73–105Taxi to Waynesville-St. Robert Regional Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Rolla to Waynesville-St. Robert Regional Airport (TBN)
- Fly from Waynesville-St. Robert Regional Airport (TBN) to Chicago O'Hare International Airport (ORD)TBN - ORD
3h 12m$155–437Shuttle to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)STL - MDW
4h 46m$206–628Shuttle to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)STL - ORD
5h 13m$306–648Taxi, train (Amtrak)
- Take the taxi from Rolla to Jefferson City Station
- Take the train from Jefferson City Station to Chicago Union StationLincoln Service Missouri River Runner
9h 23m$192–348
Columbia Regional Airport (COU) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Rolla to Chicago is to drive which costs $70 - $110 and takes 6h 46m.
The fastest way to get from Rolla to Chicago is to taxi and fly which takes 3h 12m and costs $150 - $440.
The distance between Rolla and Chicago is 416 miles. The road distance is 399.8 miles.
The best way to get from Rolla to Chicago without a car is to shuttle and train which takes 8h 38m and costs $170 - $470.
It takes approximately 3h 50m to get from Rolla to Chicago, including transfers.
Yes, the driving distance between Rolla to Chicago is 400 miles. It takes approximately 6h 46m to drive from Rolla to Chicago.
There are 1245+ hotels available in Chicago.
What companies run services between Rolla, MO, USA and Chicago, IL, USA?
There is no direct connection from Rolla to Chicago. However, you can drive to Columbia Regional Airport (COU) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take a shuttle from Rolla, MO to Chicago Union Station via St Louis International Airport, LAMBERT AIRPORT TERMINAL #1 station, CIVIC CENTER station, and St. Louis in around 8h 38m.
- Website
- aa.com
Flights from Columbia Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $35–250
Flights from Lambert–St. Louis International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $55–360
- Website
- united.com
Flights from Columbia Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $35–250
Flights from Lambert–St. Louis International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $55–360
- Website
- southwest.com
Flights from Lambert–St. Louis International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $70–480
- Website
- contouraviation.com
Flights from Waynesville-St. Robert Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 45m
- When
- Monday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $75–190
- Website
- gojetairlines.com
Flights from Lambert–St. Louis International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–360
Rome2Rio's guide to Amtrak
Contact 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
- $40–320
- Website
- https://www.amtrak.com/home.html
Train from Jefferson City Station to Chicago Union Station
- Ave. Duration
- 8h 11m
- Frequency
- Once daily
- Estimated price
- $50–180
- Website
- https://www.amtrak.com/home.html
- Phone
- 573-368-4656
- info@usaxonline.com
- Website
- usaxonline.com
Shuttle from Rolla, MO to St Louis International Airport
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $130–145
- Website
- https://usaxonline.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–70
- Schedules at
- flixbus.com
- Ave. Duration
- 56 min
- Estimated price
- $75–170
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








