There are 8 ways to get from Orlando to Chicago by plane, bus, train 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.

Recommended option

Fly Orlando to Chicago Midway  •  4 h 51 min

  1. Fly from Orlando (MCO) to Chicago Midway (MDW) MCO - MDW

$104 - $606

Cheapest option

Fly Orlando to Chicago O'Hare  •  5 h 16 min

  1. Fly from Orlando (MCO) to Chicago O'Hare (ORD) MCO - ORD

$84 - $467

6 alternative options

Bus to Tampa, fly to Chicago Midway  •  6 h 57 min

  1. Take the bus from Orlando, Fl to Tampa, Fl
  2. Fly from Tampa (TPA) to Chicago Midway (MDW) TPA - MDW

$119 - $789

Bus to Tampa, fly to Chicago O'Hare  •  7 h 25 min

  1. Take the bus from Orlando, Fl to Tampa, Fl
  2. Fly from Tampa (TPA) to Chicago O'Hare (ORD) TPA - ORD

$119 - $890

Megabus, bus  •  24 h 28 min

  1. Take the Megabus from Orlando to Midtown Atlanta
  2. Take the bus from Marta Civic Center Station - Nb to Chicago

$97 - $142

Bus  •  24 h 50 min

  1. Take the bus from Orlando, Fl to Atlanta, Ga 1154 / ...
  2. Take the bus from Atlanta, Ga to Chicago, Il 1196 / ...

$116 - $292

Train  •  36 h 12 min

  1. Take the train from Orlando Amtrak to Washington Union Station Silver Meteor / ...
  2. Take the train from Washington Union Station to Chicago Union Station Capitol Limited

$222 - $657

Drive  •  19 h

  1. Drive from Orlando to Chicago 1159.4 miles

$110 - $170

Questions & Answers

The cheapest way to get from Orlando to Chicago is to Megabus and bus which costs $95 - $150 and takes 24 h 28 min.

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The quickest way to get from Orlando to Chicago is to fly which costs $100 - $650 and takes 4 h 51 min.

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No, there is no direct bus from Orlando station to Chicago. However, there are services departing from Lynx Central Station - Sunrail and arriving at Chicago via Orlando and Marta Civic Center Station - Nb. The journey, including transfers, takes approximately 24 h 28 min.

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No, there is no direct train from Orlando to Chicago station. However, there are services departing from Orlando Amtrak and arriving at Chicago Union Station via Washington Union Station. The journey, including transfers, takes approximately 36 h 12 min.

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The distance between Orlando and Chicago is 992 miles. The road distance is 1159.4 miles.

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The best way to get from Orlando to Chicago without a car is to Megabus and bus which takes 24 h 28 min and costs $95 - $150.

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It takes approximately 4 h 51 min to get from Orlando to Chicago, including transfers.

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

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Orlando to Chicago train services, operated by Amtrak, depart from Orlando Amtrak station.

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The best way to get from Orlando to Chicago is to fly which takes 4 h 51 min and costs $100 - $650. Alternatively, you can Megabus and bus, which costs $95 - $150 and takes 24 h 28 min, you could also train, which costs $220 - $700 and takes 36 h 12 min.

Mode details

Map of how to get from Orlando to Chicago.
Launch map view
  • Distance: 991.8 miles
  • Duration: 4 h 51 min

What companies run services between Orlando, FL, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Orlando to Chicago hourly. Alternatively, you can take a bus from Orlando to Chicago via E Colonial Drive And N Semoran Boulevard, Orlando, Midtown Atlanta, and Marta Civic Center Station - Nb in around 24 h 28 min.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Orlando to Chicago Midway
Ave. Duration
2 h 40 min
When
Every day
Estimated price
$190 - $1,200
Flights from Orlando to Chicago Midway via Atlanta
Ave. Duration
4 h 10 min
When
Saturday
Estimated price
$190 - $1,200
Flights from Orlando to Chicago Midway via St. Louis
Ave. Duration
4 h 17 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$190 - $1,200
Flights from Orlando to Chicago Midway via Nashville
Ave. Duration
4 h 15 min
When
Monday to Friday
Estimated price
$190 - $1,200
Flights from Orlando to Chicago Midway via Columbus
Ave. Duration
4 h 25 min
When
Saturday
Estimated price
$190 - $1,200
Flights from Tampa to Chicago Midway
Ave. Duration
2 h 35 min
When
Every day
Estimated price
$210 - $1,800
Flights from Tampa to Chicago Midway via Nashville
Ave. Duration
4 h 7 min
When
Sunday
Estimated price
$210 - $1,800
Flights from Tampa to Chicago Midway via Birmingham
Ave. Duration
4 h 10 min
When
Monday to Friday
Estimated price
$210 - $1,800
Flights from Tampa to Chicago Midway via Atlanta
Ave. Duration
4 h 15 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$210 - $1,800
Flights from Tampa to Chicago Midway via St. Louis
Ave. Duration
4 h 25 min
When
Sunday
Estimated price
$210 - $1,800
American Airlines
Website
aa.com
Flights from Orlando to Chicago O'Hare
Ave. Duration
3 h 3 min
When
Every day
Estimated price
$95 - $1,000
Flights from Orlando to Chicago O'Hare via Charlotte
Ave. Duration
4 h 42 min
When
Every day
Estimated price
$95 - $1,000
Flights from Tampa to Chicago O'Hare
Ave. Duration
2 h 59 min
When
Every day
Estimated price
$150 - $2,000
Flights from Tampa to Chicago O'Hare via Charlotte
Ave. Duration
4 h 48 min
When
Every day
Estimated price
$150 - $2,000
United Airlines
Website
united.com
Flights from Orlando to Chicago O'Hare
Ave. Duration
2 h 51 min
When
Every day
Estimated price
$95 - $1,100
Flights from Tampa to Chicago O'Hare
Ave. Duration
2 h 47 min
When
Every day
Estimated price
$150 - $2,000
Flights from Tampa to Chicago O'Hare via Washington Dulles
Ave. Duration
4 h 55 min
When
Monday to Friday
Estimated price
$150 - $2,000
Delta
Website
delta.com
Flights from Orlando to Chicago O'Hare via Covington
Ave. Duration
4 h 31 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$140 - $1,300
Flights from Orlando to Chicago O'Hare via Atlanta
Ave. Duration
4 h 42 min
When
Every day
Estimated price
$140 - $1,300
Flights from Tampa to Chicago Midway via Atlanta
Ave. Duration
4 h 25 min
When
Every day
Estimated price
$200 - $1,500
Flights from Tampa to Chicago O'Hare via Atlanta
Ave. Duration
4 h 39 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$200 - $2,100
Flights from Tampa to Chicago O'Hare via Covington
Ave. Duration
4 h 31 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$200 - $2,100
Spirit Airlines
Website
spirit.com
Flights from Orlando to Chicago O'Hare
Ave. Duration
3 h 4 min
When
Every day
Estimated price
$95 - $850
Flights from Tampa to Chicago O'Hare
Ave. Duration
2 h 51 min
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$130 - $1,700
Frontier Airlines
Website
flyfrontier.com
Flights from Orlando to Chicago O'Hare
Ave. Duration
3 h 10 min
When
Every day
Estimated price
$100 - $850
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 1-800-872-7245
Website
amtrak.com
Train from Orlando Amtrak to Washington Union Station
Ave. Duration
17 h 32 min
Frequency
Twice daily
Estimated price
$120 - $350
Website
amtrak.com
Coach Seat
$120 - $180
Flexi Coach Seat
$210 - $310
Business Coach Seat
$250 - $350
Room
$490 - $700
Train from Washington Union Station to Chicago Union Station
Ave. Duration
17 h 40 min
Frequency
Once daily
Estimated price
$100 - $310
Website
amtrak.com
Coach Seat
$100 - $160
Flexi Coach Seat
$190 - $280
Business Coach Seat
$220 - $310
Room
$440 - $600
Bus operators
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 Orlando, Fl to Tampa, Fl
Ave. Duration
1 h 40 min
Frequency
Every 30 minutes
Estimated price
$14 - $35
Website
greyhound.com
Economy
$14 - $21
Flexible
$25 - $35
Bus from Orlando, Fl to Atlanta, Ga
Ave. Duration
8 h 5 min
Frequency
Hourly
Estimated price
$45 - $120
Website
greyhound.com
Economy
$45 - $75
Flexible
$85 - $120
Bus from Atlanta, Ga to Chicago, Il
Ave. Duration
16 h 25 min
Frequency
Hourly
Estimated price
$70 - $180
Website
greyhound.com
Economy
$70 - $120
Flexible
$130 - $180
Megabus
Phone
877-462-6342
Website
us.megabus.com
Bus from Orlando to Midtown Atlanta
Ave. Duration
7 h 40 min
Frequency
3 times a day
Estimated price
$35 - $55
Book at
megabus.com
Bus from Marta Civic Center Station - Nb to Chicago
Ave. Duration
14 h 30 min
Frequency
Twice daily
Estimated price
$60 - $85
Book at
megabus.com

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More Questions & Answers

The quickest flight from Orlando Airport to Chicago Midway Airport is the direct flight which takes 2 h 35 min.

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

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Chicago is 1 h behind Orlando. It is currently 6:54 PM in Orlando and 5:54 PM in Chicago.

Orlando to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.

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Yes, the driving distance between Orlando to Chicago is 1159 miles. It takes approximately 19 h to drive from Orlando to Chicago.

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Southwest Airlines offers flights from Orlando Airport to Chicago Midway Airport.

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Book your Orlando to Chicago train tickets online with Rome2rio.

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Book your Orlando to Chicago bus tickets online with Greyhound and Greyhound.

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There are 574+ hotels available in Chicago. Prices start at $104 USD per night.

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The best way to get from Orlando to Orlando Airport is to line 11 bus which takes 41 min and costs $3.

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