Cheap Flights from Chicago, IL to Orlando, FL from $59

Return flight: Orlando – Chicago

On Cheapflightsplus.com you will find 13 direct and 114 connecting flights from Chicago to Orlando. You can compare airfare deals from 11 airlines and multiple travel sites from $59, book and save on cheap plane tickets and last minute offers. Also check out CHI-MCO flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Orlando Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $59 (one-way), $101 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Orlando. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:10 — 09:55
06:10 — 09:55 UA2299 United Airlines
Chicago — Orlando
2h 45m
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from$310
07:30 — 11:19
07:30 — 11:19 UA1768 United Airlines
Chicago — Orlando
2h 49m
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from$228
08:13 — 12:03
08:13 — 12:03 NK222 Spirit Airlines
Chicago — Orlando
2h 50m
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from$115
10:40 — 14:30
10:40 — 14:30 UA2635 United Airlines
Chicago — Orlando
2h 50m
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from$119
10:55 — 14:43
10:55 — 14:43 UA1568 United Airlines
Chicago — Orlando
2h 48m
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from$194
10:59 — 14:51
10:59 — 14:51 F92042 Frontier Airlines
Chicago — Orlando
2h 52m
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from$59
12:00 — 15:47
12:00 — 15:47 NK1686 Spirit Airlines
Chicago — Orlando
2h 47m
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from$115
12:05 — 15:57
12:05 — 15:57 UA1227 United Airlines
Chicago — Orlando
2h 52m
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from$119
13:10 — 17:02
13:10 — 17:02 UA2726 United Airlines
Chicago — Orlando
2h 52m
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from$119
13:13 — 16:54
13:13 — 16:54 F91458 Frontier Airlines
Chicago — Orlando
2h 41m
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from$59
16:02 — 19:49
16:02 — 19:49 UA2413 United Airlines
Chicago — Orlando
2h 47m
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from$194
17:42 — 21:31
17:42 — 21:31 NK507 Spirit Airlines
Chicago — Orlando
2h 49m
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from$115
17:50 — 21:37
17:50 — 21:37 UA2039 United Airlines
Chicago — Orlando
2h 47m
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from$140
05:15 — 15:37
05:15 — 08:31 NK210 Spirit Airlines
Chicago — Newark
4h 16m stop
12:47 — 15:37 NK205 Spirit Airlines
Newark — Orlando
9h 22m
including layover
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from$147
05:15 — 17:12
05:15 — 08:31 NK210 Spirit Airlines
Chicago — Newark
5h 42m stop
14:13 — 17:12 NK2992 Spirit Airlines
Newark — Orlando
10h 57m
including layover
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from$147
07:00 — 16:04
07:00 — 10:04 NK1680 Spirit Airlines
Chicago — New York
2h 55m stop
12:59 — 16:04 NK1697 Spirit Airlines
New York — Orlando
8h 4m
including layover
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from$142
07:00 — 20:28
07:00 — 11:15 NK3933 Spirit Airlines
Chicago — Miami
8h stop
19:15 — 20:28 NK360 Spirit Airlines
Miami — Orlando
12h 28m
including layover
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from$147
08:15 — 23:22
08:15 — 10:08 F92209 Frontier Airlines
Chicago — Denver
7h 27m stop
17:35 — 23:22 F94584 Frontier Airlines
Denver — Orlando
14h 7m
including layover
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from$63
10:21 — 00:34
+1 day
06:10 — 09:00 F93135 Frontier Airlines
Chicago — Houston
7h 55m stop
16:51 — 20:23 F94978 Frontier Airlines
Houston — Orlando
13h 13m
including layover
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from$73
14:08 — 01:17
+1 day
12:36 — 15:42 F94368 Frontier Airlines
Chicago — Philadelphia
5h 25m stop
22:59 — 01:43 F94169 Frontier Airlines
Philadelphia — Orlando
10h 9m
including layover
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from$68
14:28 — 20:28
14:28 — 18:43 NK717 Spirit Airlines
Chicago — Miami
32m stop
19:15 — 20:28 NK360 Spirit Airlines
Miami — Orlando
5h
including layover
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from$97
15:51 — 00:45
+1 day
15:51 — 18:43 UA2451 United Airlines
Chicago — Washington D.C.
3h 34m stop
22:17 — 00:45 UA1066 United Airlines
Washington D.C. — Orlando
7h 54m
including layover
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from$150
16:21 — 00:12
+1 day
16:21 — 19:28 F92292 Frontier Airlines
Chicago — Atlanta
3h 1m stop
22:29 — 00:12 F93508 Frontier Airlines
Atlanta — Orlando
6h 51m
including layover
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from$80
16:27 — 00:34
+1 day
16:27 — 19:17 F93281 Frontier Airlines
Chicago — Houston
1h 55m stop
11:26 — 15:00 F94978 Frontier Airlines
Houston — Orlando
7h 7m
including layover
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from$63
18:07 — 00:12
+1 day
18:07 — 21:24 F91442 Frontier Airlines
Chicago — Atlanta
1h 5m stop
22:29 — 00:12 F93508 Frontier Airlines
Atlanta — Orlando
5h 5m
including layover
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from$63
18:48 — 16:59
+1 day
18:00 — 20:02 F91483 Frontier Airlines
Chicago — Denver
14h 29m stop
13:50 — 19:32 F93312 Frontier Airlines
Denver — Orlando
21h 11m
including layover
Find flight
from$148
06:30 — 19:58
06:30 — 10:14 NK715 Spirit Airlines
Chicago — Tampa
3h 6m stop
13:20 — 14:49 MX100 Mexicana
Tampa — Charleston
3h 43m stop
18:32 — 19:58 MX843 Mexicana
Charleston — Orlando
12h 28m
including layover
Find flight
from$154
06:30 — 19:49
06:30 — 10:14 NK715 Spirit Airlines
Chicago — Tampa
5h 5m stop
15:19 — 15:44 MX129 Mexicana
Tampa — Pensacola
1h 31m stop
17:15 — 19:49 NK1760 Spirit Airlines
Pensacola — Orlando
12h 19m
including layover
Find flight
from$173
21:18 — 16:04
+1 day
21:18 — 23:59 NK508 Spirit Airlines
Chicago — Los Angeles
5h 31m stop
05:30 — 12:36 NK509 Spirit Airlines
Los Angeles — Atlanta
1h 55m stop
14:31 — 16:04 NK1650 Spirit Airlines
Atlanta — Orlando
17h 46m
including layover
Find flight
from$191
*Departure and arrival times - local. Updated on January 6, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Orlando depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Orlando is 1601 miles. Time difference between the cities is 1h. Airplanes depart 01:00 to 22:47 from 7 Chicago airports and arrive 01:00 to 22:47 to 3 Orlando airports. Average flight time is 2h 49m.

  • The fastest flight 2h 41m
  • Average flight time 2h 49m
  • The earliest flight 01:00
  • The latest flight 22:47
  • Distance 995 ml

The cheapest months to travel to Orlando are november (from 55 $), december (from 57 $), january (from 59 $).

The most expensive months are february (from 101 $), january (from 59 $), december (from 57 $).

What is the lowest airfare Chicago to Orlando?

The cheapest plane ticket found by our users is $59. This airfare is for economy class on one-way F91458 flight by Frontier Airlines for January 12, 2025 which leaves Midway in Chicago at 13:13 am and arrives at Orlando Orlando Int. at 16:54.

Economy class
$59
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Business class
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First class
?
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Popular Airlines on the Route

The flight Chicago — Orlando is served by 11 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 2 departures per week at the price of from $ 214 . And the most expensive tickets are offered by Aerogaviota airline - from $ 380.

Direct flights

There are 13 nonstop flights on the route. The fastest direct flight is F91458 by Frontier Airlines takes 2h 41m and the cheapest is F91458 by Frontier Airlines for $59.

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Connecting Flights

There are 114 flights with layovers on the route. The fastest connecting flight is F93142 by Frontier Airlines takes 4h 59m and the cheapest is F91458 by Frontier Airlines for $63.

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Airports

You can fly from Chicago to Orlando from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $59
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  • Midway-MDW
    from $59
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Orlando airports

  • Orlando Int.-MCO
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  • Herndon-ORL
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  • Walt Disney World-DWS
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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