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There are 9 ways to get from Rolla to Chicago by bus, plane, car 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.

Recommended option

Bus to St. Louis, fly to Chicago Midway  •  4 h 35 min

  1. Take the bus from Rolla, MO to Lamber-St Louis International Airport
  2. Fly from St. Louis (STL) to Chicago Midway (MDW) STL - MDW

$237 - $430

Cheapest option

Bus Greyhound USA  •  10 h 10 min

  1. Take the bus from Rolla to Chicago, Il 1364

$45 - $110

7 alternative options

Fly Fort Leonard Wood to Chicago O'Hare  •  6 h 1 min

  1. Fly from Fort Leonard Wood (TBN) to Chicago O'Hare (ORD) TBN - ORD

$206 - $353

Bus to St. Louis, fly to Chicago O'Hare  •  5 h 4 min

  1. Take the bus from Rolla, MO to Lamber-St Louis International Airport
  2. Fly from St. Louis (STL) to Chicago O'Hare (ORD) STL - ORD

$202 - $371

Drive to Springfield, fly to Chicago O'Hare  •  4 h 21 min

  1. Drive from Rolla to Springfield
  2. Fly from Springfield (SGF) to Chicago O'Hare (ORD) SGF - ORD

$174 - $382

Bus, train  •  8 h 56 min

  1. Take the bus from Rolla to St Louis Lambert Fld 1342 / ...
  2. Take the train from St. Louis Gateway Station to Chicago Union Station Lincoln Service / ...

$70 - $171

Bus, train via Rolla, MO  •  9 h 16 min

  1. Take the bus from Rolla, MO to Lamber-St Louis International Airport
  2. Take the train from St. Louis Gateway Station to Chicago Union Station Lincoln Service / ...

$168 - $259

Bus Megabus  •  9 h 21 min

  1. Take the bus from Rolla, MO to Lamber-St Louis International Airport
  2. Take the bus from St. Louis to Chicago, IL

$147 - $169

Drive  •  6 h 34 min

  1. Drive from Rolla to Chicago 403.5 miles

$35 - $60

Questions & Answers

The cheapest way to get from Rolla to Chicago is to drive which costs $35 - $60 and takes 6 h 34 min.

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The quickest way to get from Rolla to Chicago is to drive and fly which costs $170 - $390 and takes 4 h 21 min.

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Yes, there is a direct bus departing from Rolla and arriving at Chicago, Il. Services depart three times a day, and operate every day. The journey takes approximately 10 h 10 min.

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The distance between Rolla and Chicago is 351 miles. The road distance is 403.5 miles.

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The best way to get from Rolla to Chicago without a car is to bus and train which takes 8 h 56 min and costs $70 - $180.

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It takes approximately 4 h 35 min to get from Rolla to Chicago, including transfers.

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Rolla to Chicago bus services, operated by Greyhound USA, depart from Rolla station.

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The best way to get from Rolla to Chicago is to fly which takes 6 h 1 min and costs $200 - $360. Alternatively, you can bus, which costs $140 - $170 and takes 9 h 21 min.

Mode details

The quickest flight from St. Louis Airport to Chicago Midway Airport is the direct flight which takes 1 h.

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Rolla to Chicago bus services, operated by Greyhound USA, arrive at Chicago, Il station.

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Map of how to get from Rolla to Chicago.
Launch map view
  • Distance: 350.9 miles
  • Duration: 4 h 35 min

What companies run services between Rolla, MO, USA and Chicago, IL, USA?

Cape Air and American Airlines fly from Rolla to Chicago every 4 hours. Alternatively, you can take a bus from Rolla to Chicago via Lamber-St Louis International Airport, LAMBERT MAIN TRML station, CIVIC CENTER station, and St. Louis in around 9 h 21 min.

Airlines
Southwest Airlines
Website
southwest.com
Flights from St. Louis to Chicago Midway
Ave. Duration
1 h 4 min
When
Every day
Estimated price
$160 - $550
American Airlines
Website
aa.com
Flights from Fort Leonard Wood to Chicago O'Hare via St. Louis
Ave. Duration
4 h
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$70 - $370
Flights from Fort Leonard Wood to Chicago O'Hare via St. Louis, Charlotte
Ave. Duration
7 h
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$100 - $440
Flights from Fort Leonard Wood to Chicago O'Hare via St. Louis, Dallas/Ft.Worth
Ave. Duration
7 h 20 min
When
Every day
Estimated price
$110 - $450
Flights from St. Louis to Chicago O'Hare
Ave. Duration
1 h 22 min
When
Every day
Estimated price
$120 - $550
Flights from Springfield to Chicago O'Hare
Ave. Duration
1 h 44 min
When
Every day
Estimated price
$330 - $700
United Airlines
Website
united.com
Flights from St. Louis to Chicago O'Hare
Ave. Duration
1 h 25 min
When
Every day
Estimated price
$120 - $650
Flights from Springfield to Chicago O'Hare
Ave. Duration
1 h 38 min
When
Every day
Estimated price
$320 - $750
Cape Air
Website
capeair.com
Flights from Fort Leonard Wood to Chicago O'Hare via St. Louis, Decatur
Ave. Duration
5 h 21 min
When
Thursday and Friday
Estimated price
$95 - $230
Flights from St. Louis to Chicago O'Hare via Decatur
Ave. Duration
3 h 3 min
When
Thursday and Friday
Estimated price
$130 - $380
Delta
Website
delta.com
Flights from St. Louis to Chicago O'Hare via Covington
Ave. Duration
3 h 26 min
When
Monday, Tuesday and Sunday
Estimated price
$130 - $650
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from St. Louis Gateway Station to Chicago Union Station
Ave. Duration
5 h 40 min
Frequency
Every 4 hours
Estimated price
$50 - $130
Website
amtrak.com
Coach Seat
$50 - $75
Flexi Coach Seat
$90 - $130
Business Coach Seat
$90 - $130
Room
$230 - $320
Bus operators
USA Express
Website
usaxonline.com
Bus from Rolla, MO to Lamber-St Louis International Airport
Ave. Duration
2 h
Frequency
Every 4 hours
Estimated price
$110 - $130
Schedules at
usaxonline.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Rolla to St Louis Lambert Fld
Ave. Duration
1 h 40 min
Frequency
5 times a day
Estimated price
$16 - $40
Website
greyhound.com
Economy
$16 - $25
Flexible
$30 - $40
Bus from Rolla to Chicago, Il
Ave. Duration
10 h 10 min
Frequency
3 times a day
Estimated price
$45 - $110
Website
greyhound.com
Economy
$45 - $75
Flexible
$85 - $110

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.

More Questions & Answers

Yes, the driving distance between Rolla to Chicago is 404 miles. It takes approximately 6 h 34 min to drive from Rolla to Chicago.

Get driving directions

Southwest Airlines offers flights from St. Louis Airport to Chicago Midway Airport.

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Book your Rolla to Chicago bus tickets online with Greyhound.

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There are 590+ hotels available in Chicago. Prices start at $89 USD per night.

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