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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: 01/31/21
12:59 CHI
16:39 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
direct
United Airlines
Return flight: 02/14/21
08:30 MCO
10:29 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$163
Offers unavailable
Outbound flight: 01/31/21
16:00 CHI
00:18 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
07:00 MCO
09:00 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$167
Offers unavailable
Outbound flight: 01/31/21
09:00 CHI
15:05 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
07:20 MCO
14:05 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$167
Offers unavailable
Outbound flight: 01/31/21
06:15 CHI
15:05 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
07:00 MCO
09:00 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$167
Offers unavailable
Outbound flight: 01/31/21
09:00 CHI
15:05 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
07:20 MCO
14:05 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$167
Offers unavailable
Outbound flight: 01/31/21
06:15 CHI
15:05 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
07:00 MCO
09:00 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$167
Offers unavailable
Outbound flight: 01/31/21
13:12 CHI
19:55 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
11:29 MCO
18:28 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines
$172
Offers unavailable
Outbound flight: 01/31/21
09:00 CHI
15:05 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
09:40 MCO
16:57 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines
$172
Offers unavailable
Outbound flight: 01/31/21
16:00 CHI
00:18 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
United Airlines
Return flight: 02/14/21
09:40 MCO
16:57 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines
$172
Offers unavailable
Outbound flight: 01/31/21
08:20 CHI
13:25 MCO
Chicago-IL all Airports (ORD, MDW, RFD)
Orlando International Airport, FL
1 Stopover
Delta Air Lines
Return flight: 02/14/21
07:50 MCO
11:59 CHI
Orlando International Airport, FL
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$217
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 Chicago to Orlando

Favorite airline: Spirit Airlines
34 % of flights booked on the route from Chicago to Orlando are booked with Spirit Airlines, American Airlines and United Airlines.
Spirit Airlines
15 %
American Airlines
11 %
United Airlines
8 %
Direct flights are the cheapest connection
On this route, direct flights are $16.00 cheaper than flights with a stopover.
non stop flight
1 stop
2 stops
02h 49min
10h 25min
14h 59min
$60
$76
$528
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 47 % of travelers will book a direct flight.
Route
bookings
Direct flights
02h 49min, from $60
47 %
1 stopover Houston - George Bush Intercontinental Airport, TX
10h 25min, from $76
17 %
1 stopover Boston Logan International Airport, MA
06h 52min, from $110
14 %
Flight information Chicago - Orlando
Alternative flight routes
Cheap direct flights
Flight details Chicago - Orlando
  • Flight duration: min. 02:30 / max. 12:55
  • Distance: 1603 km
  • Flights per week: 226
  • Return flight duration: min. 02:45 / max. 11:20
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.