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Stops
- Nonstopfrom $841
- Up to 1 stop$826
Airlines
- American Airlines$826
Cabin Class
- First$826
Departure Airports
- Orlando International Airport$826
Arrival Airports
- Chicago O Hare Airport$826
Layover Airports
- Charlotte Douglas International Airport$851
- New York LaGuardia Airport$851
- Philadelphia International Airport$851
- Reagan Washington National Airport$826
Best Price. GUARANTEED.
Exclusively for Priceline Members
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05/30/25
MCO
11h 11m
DCA
05/31/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$826
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 10m
Direct
05/30/25
ORD
06/06/25
ORD
2h 43m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
2h 43m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
2h 41m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 7m
Direct
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 7m
Direct
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
2h 51m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 10m
Direct
05/30/25
ORD
06/06/25
ORD
2h 41m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 7m
Direct
05/30/25
ORD
06/06/25
ORD
2h 43m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 10m
Direct
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 7m
Direct
05/30/25
ORD
06/06/25
ORD
2h 41m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 10m
Direct
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$841
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 10m
Direct
05/30/25
ORD
06/06/25
ORD
4h 34m
CLT
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 58m
LGA
05/30/25
ORD
06/06/25
ORD
2h 43m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 1m
CLT
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 1m
CLT
05/30/25
ORD
06/06/25
ORD
2h 41m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 38m
CLT
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 25m
CLT
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 58m
LGA
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 58m
LGA
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
6h 9m
PHL
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 1m
CLT
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 5m
Direct
05/30/25
ORD
06/06/25
ORD
4h 34m
CLT
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
3h 7m
Direct
05/30/25
ORD
06/06/25
ORD
4h 34m
CLT
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 1m
CLT
05/30/25
ORD
06/06/25
ORD
2h 51m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 58m
LGA
05/30/25
ORD
06/06/25
ORD
2h 41m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 18m
CLT
05/30/25
ORD
06/06/25
ORD
2h 38m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
05/30/25
MCO
5h 18m
CLT
05/30/25
ORD
06/06/25
ORD
2h 35m
Direct
06/06/25
MCO
$851
Free cancellation within 83 hours of booking
Top Deals on flights Business Class from Orlando to Chicago
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
3h 5m
Direct
May 29
ORD
as low as
$406
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
3h 5m
Direct
May 29
ORD
as low as
$406
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
3h 5m
Direct
May 29
ORD
as low as
$406
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
7h 43m
DCA
May 29
ORD
as low as
$416
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
5h 25m
CLT
May 29
ORD
as low as
$416
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
5h 34m
CLT
May 30
ORD
as low as
$416
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
6h 12m
LGA
May 29
ORD
as low as
$416
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
5h 25m
CLT
May 29
ORD
as low as
$416
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
6h 20m
DFW
May 29
ORD
as low as
$488
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
5h 40m
PHL
May 29
ORD
as low as
$488
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
15h 7m
MIA
LGA
May 30
ORD
as low as
$538
Orlando, US (ORL) - Chicago, US (CHI)
May 29
MCO
14h 59m
SEA
May 29
ORD
as low as
$1317
Frequently Asked Questions
What is the time difference between Orlando and Chicago?
The time difference between Orlando and Chicago is one hour, with Chicago being one hour behind Orlando.
Is there a direct flight from Orlando to Chicago?
Yes, there are direct flights from Orlando to Chicago. Frontier Airlines offers the cheapest non-stop flight for $97, with a flight time of 2 hours 3 minutes. Other options include Spirit Airlines for $129, United Airlines and American Airlines both for $248, and Southwest Airlines for $293.
Are there convenient layover flights from Orlando to Chicago?
Yes, there are convenient layover flights from Orlando to Chicago. One-stop options include Spirit Airlines at $151, Frontier Airlines at $162, Delta Air Lines at $198, United Airlines at $267, and JetBlue at $278. There are also two-stop flights available with varying prices.
What are the most convenient layover airports for my flight?
The most convenient layover airports for flights from Orlando to Chicago include New York LaGuardia, Seattle Tacoma, Portland International, Washington Dulles, and Hartsfield Jackson Atlanta International.
What are the cheapest and fastest flights from Orlando to Chicago?
The cheapest flight is with Frontier Airlines at $97, taking 2 hours 3 minutes. The fastest flight is also with Frontier Airlines at $141, taking 1 hour 54 minutes.
What are all possible destination arrival airports?
The possible destination arrival airports from Orlando are Chicago O'Hare Airport and Chicago Midway Airport.
Flights to Chicago
Return flights
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