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Business Class Flight Deals from Chicago to Orlando from $406

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Stops

  • Nonstop
    from $812

Airlines

  • American Airlines
    $812

Cabin Class

  • First
    $812

Departure Airports

  • Chicago O Hare Airport
    $812

Arrival Airports

  • Orlando International Airport
    $812

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On average save $240 per traveler
American Airlines Logo
American Airlines

05/29/25

ORD
2h 40m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 14m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 14m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 50m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 14m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 14m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 50m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 40m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$812
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 40m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 7m
Direct

06/05/25

ORD
$839
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 50m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 7m
Direct

06/05/25

ORD
$839
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 7m
Direct

06/05/25

ORD
$839
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 7m
Direct

06/05/25

ORD
$839
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 2m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 43m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 14m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 50m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 2m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 2m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 43m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 40m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 2m
Direct

06/05/25

ORD
$859
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$884
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 40m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$884
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/29/25

ORD
2h 41m
Direct

05/29/25

MCO
American Airlines Logo
American Airlines

06/05/25

MCO
3h 16m
Direct

06/05/25

ORD
$884
Free cancellation within 83 hours of booking

Top Deals on flights Business Class from Chicago to Orlando

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
2h 40m
Direct

May 29

MCO

as low as

$406

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
2h 41m
Direct

May 29

MCO

as low as

$406

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
4h 55m
CLT

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
5h 48m
PHL

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
5h 10m
CLT

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
5h 27m
DCA

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
6h 39m
LGA

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
5h 16m
DCA

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
5h 36m
PHL

May 29

MCO

as low as

$416

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
6h
LGA

May 29

MCO

as low as

$463

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
6h 1m
DFW

May 29

MCO

as low as

$463

Chicago, US (CHI) - Orlando, US (ORL)

American Airlines Logo
American Airlines

May 29

ORD
7h 30m
DFW

May 29

MCO

as low as

$463

Frequently Asked Questions

What is the time difference between destination and arrival?
The time difference between Chicago and Orlando is one hour; Orlando is one hour ahead of Chicago.
Is there a direct flight from origin to destination?
Yes, there are direct flights from Chicago to Orlando. Frontier Airlines offers a non-stop flight for $101 with a flight time of 3 hours 57 minutes. Spirit Airlines has a non-stop option for $119, taking 3 hours 39 minutes. United Airlines and American Airlines also provide non-stop flights for $248.
Are there convenient layover flights from Chicago to Orlando?
There are convenient layover flights available. Consider 1-stop options: Spirit Airlines for $151, Delta Air Lines for $198, United Airlines for $258, and Virgin Atlantic for $276. Additionally, 2-stop flights from JetBlue for $486 and American Airlines for $601 are offered.
What are the most convenient layover airports for the flight?
The most convenient layover airports for your flight from Chicago to Orlando are Hartsfield Jackson Atlanta International Airport, Newark Liberty Airport, General Edward Lawrence Logan International Airport, Miami International Airport, and New York John F Kennedy Airport.
What are the cheapest and fastest flights from Chicago to Orlando?
The cheapest flight is with Frontier Airlines at $101, taking 3 hours 57 minutes. The fastest flight is with Spirit Airlines at $119, taking 3 hours 39 minutes.
What are all possible destination arrival airports?
The possible destination arrival airport is Orlando International Airport.