Flights from Orlando to Chicago

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  • Booking tips
Due to the effect of the current situation on air traffic, fewer offers are being submitted. Some offers might now no longer be available.
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
20:43 CHI
07:35 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$187
Offers unavailable
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
20:43 CHI
07:35 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$187
Offers unavailable
Outbound flight: 03/24/22
16:00 MCO
20:50 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
Return flight: 03/26/22
20:43 CHI
07:35 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$214
Offers unavailable
Outbound flight: 03/24/22
16:35 MCO
20:50 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
2 Stopovers
Spirit Airlines
Return flight: 03/26/22
20:43 CHI
07:35 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$234
Offers unavailable
Outbound flight: 03/24/22
16:35 MCO
20:50 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
2 Stopovers
Spirit Airlines
Return flight: 03/26/22
20:43 CHI
07:35 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$234
Offers unavailable
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
11:23 CHI
21:37 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$240
Offers unavailable
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
11:23 CHI
21:37 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$240
Offers unavailable
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
20:16 CHI
23:59 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
direct
Spirit Airlines
$249
Offers unavailable
Outbound flight: 03/24/22
06:45 MCO
08:44 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 03/26/22
20:16 CHI
23:59 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
direct
Spirit Airlines
$249
Offers unavailable
Outbound flight: 03/24/22
16:00 MCO
20:50 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
Return flight: 03/26/22
11:23 CHI
21:37 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Spirit Airlines
$253
Offers unavailable
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Orlando to Chicago

Favorite airline: United Airlines
Flight tickets on the route Orlando – Chicago are most frequently booked with United Airlines.
United Airlines
15 %
Spirit Airlines
12 %
Frontier Airlines
7 %
Direct flights are cheaper
Compared to direct flights, flights with a stopover on this route are on average 36 % more expensive.
non stop flight
1 stop
03h 07min
05h 22min
$44
$69
The favorite connection is non-stop
46 % of all bookings on the route Orlando to Chicago are for non-stop flights.
Route
bookings
Direct flights
03h 07min, from $44
46 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
08h 29min, from $79
23 %
1 stopover Fort Lauderdale-Hollywood International Airport, FL
05h 22min, from $69
11 %
Flight information Orlando - Chicago
Alternative flight routes
Cheap direct flights
Flight details Orlando - Chicago
  • Flight duration: min. 02:45 / max. 11:20
  • Distance: 1603 km
  • Flights per week: 237
  • Return flight duration: min. 02:30 / max. 12:55
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.