Cheap Flights from Orlando, FL to Chicago, IL from $38

Return flight: Chicago – Orlando

On Cheapflightsplus.com you will find 18 direct and 442 connecting flights from Orlando to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $38, book and save on cheap plane tickets and last minute offers. Also check out MCO-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Orlando to Chicago 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: $38 (one-way), $65 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Orlando to Chicago. 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
06:05 — 08:07
06:05 — 08:07 F93043 Frontier Airlines
Orlando — Chicago
3h 2m
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from$70
07:15 — 09:20
07:15 — 09:20 UA2673 United Airlines
Orlando — Chicago
3h 5m
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from$86
07:20 — 09:26
07:20 — 09:26 UA1097 United Airlines
Orlando — Chicago
3h 6m
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from$86
07:30 — 09:36
07:30 — 09:36 UA2657 United Airlines
Orlando — Chicago
3h 6m
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from$103
08:00 — 10:06
08:00 — 10:06 NK1114 Spirit Airlines
Orlando — Chicago
3h 6m
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from$83
09:35 — 11:41
09:35 — 11:41 UA2341 United Airlines
Orlando — Chicago
3h 6m
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from$86
11:00 — 13:06
11:00 — 13:06 UA2207 United Airlines
Orlando — Chicago
3h 6m
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from$86
12:08 — 14:15
12:08 — 14:15 NK3201 Spirit Airlines
Orlando — Chicago
3h 7m
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from$38
12:16 — 14:22
12:16 — 14:22 UA2475 United Airlines
Orlando — Chicago
3h 6m
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from$87
13:23 — 15:31
13:23 — 15:31 NK1369 Spirit Airlines
Orlando — Chicago
3h 8m
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from$60
14:30 — 16:36
14:30 — 16:36 UA1403 United Airlines
Orlando — Chicago
3h 6m
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from$87
16:26 — 18:32
16:26 — 18:32 UA1828 United Airlines
Orlando — Chicago
3h 6m
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from$86
16:33 — 18:43
16:33 — 18:43 NK506 Spirit Airlines
Orlando — Chicago
3h 10m
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from$38
17:46 — 19:58
17:46 — 19:58 NK1109 Spirit Airlines
Orlando — Chicago
3h 12m
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from$38
18:15 — 20:23
18:15 — 20:23 NK2541 Spirit Airlines
Orlando — Chicago
3h 8m
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from$38
18:16 — 20:21
18:16 — 20:21 UA2000 United Airlines
Orlando — Chicago
3h 5m
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from$92
18:22 — 20:17
18:22 — 20:17 F93853 Frontier Airlines
Orlando — Chicago
2h 55m
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from$45
21:25 — 23:29
21:25 — 23:29 NK2190 Spirit Airlines
Orlando — Chicago
3h 4m
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from$38
05:15 — 08:55
05:15 — 06:55 NK2457 Spirit Airlines
Orlando — Atlanta
53m stop
07:48 — 08:55 NK2707 Spirit Airlines
Atlanta — Chicago
4h 40m
including layover
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from$63
05:30 — 09:55
05:30 — 06:35 NK195 Spirit Airlines
Orlando — Miami
1h 5m stop
07:40 — 09:55 NK2 Spirit Airlines
Miami — Chicago
5h 25m
including layover
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from$63
06:13 — 14:06
06:13 — 07:02 NK2282 Spirit Airlines
Orlando — New Orleans
4h 32m stop
11:34 — 14:06 NK2429 Spirit Airlines
New Orleans — Chicago
8h 53m
including layover
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from$55
06:15 — 13:51
06:15 — 07:02 NK423 Spirit Airlines
Orlando — New Orleans
4h 15m stop
11:17 — 13:51 NK1834 Spirit Airlines
New Orleans — Chicago
8h 36m
including layover
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from$63
07:00 — 22:28
07:00 — 08:37 NK1850 Spirit Airlines
Orlando — Atlanta
12h 42m stop
21:19 — 22:28 NK1200 Spirit Airlines
Atlanta — Chicago
16h 28m
including layover
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from$81
07:05 — 12:58
07:05 — 09:33 F93274 Frontier Airlines
Orlando — Baltimore
2h 3m stop
11:36 — 12:58 F94063 Frontier Airlines
Baltimore — Chicago
6h 53m
including layover
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from$70
08:27 — 13:56
08:30 — 10:16 G43050 Allegiant Air
Orlando — Knoxville
3h 12m stop
13:31 — 14:04 G43026 Allegiant Air
Knoxville — Chicago
6h 29m
including layover
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from$81
09:06 — 22:18
08:36 — 10:29 F91417 Frontier Airlines
Orlando — Houston
8h 44m stop
19:52 — 22:25 F93282 Frontier Airlines
Houston — Chicago
14h 12m
including layover
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from$72
09:10 — 19:17
09:10 — 11:47 NK3053 Spirit Airlines
Orlando — New York
5h 48m stop
17:35 — 19:17 NK918 Spirit Airlines
New York — Chicago
11h 7m
including layover
Find flight
from$66
10:07 — 22:28
10:07 — 11:43 NK3377 Spirit Airlines
Orlando — Atlanta
9h 36m stop
21:19 — 22:28 NK1200 Spirit Airlines
Atlanta — Chicago
13h 21m
including layover
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from$81
10:22 — 18:17
10:22 — 12:05 G41894 Allegiant Air
Orlando — Fletcher
5h 30m stop
17:35 — 18:17 G4264 Allegiant Air
Fletcher — Chicago
8h 55m
including layover
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from$76
11:12 — 22:39
11:12 — 12:48 NK2398 Spirit Airlines
Orlando — Houston
7h 6m stop
19:54 — 22:39 NK2174 Spirit Airlines
Houston — Chicago
12h 27m
including layover
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from$85
12:58 — 23:17
12:53 — 14:42 F93507 Frontier Airlines
Orlando — Atlanta
7h 33m stop
22:15 — 23:18 F92779 Frontier Airlines
Atlanta — Chicago
11h 19m
including layover
Find flight
from$77
14:16 — 21:42
15:25 — 17:11 F94523 Frontier Airlines
Orlando — Austin
2h 47m stop
20:54 — 23:39 F92800 Frontier Airlines
Austin — Chicago
8h 26m
including layover
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from$70
14:42 — 22:42
14:36 — 16:27 F91085 Frontier Airlines
Orlando — Phoenix
46m stop
18:15 — 23:41 F91828 Frontier Airlines
Phoenix — Chicago
9h
including layover
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from$70
19:25 — 20:53
+1 day
16:54 — 19:15 F91727 Frontier Airlines
Orlando — Las Vegas
17h 26m stop
18:31 — 00:12 F92146 Frontier Airlines
Las Vegas — Chicago
26h 28m
including layover
Find flight
from$53
19:40 — 09:55
+1 day
19:40 — 20:53 NK675 Spirit Airlines
Orlando — Miami
10h 47m stop
07:40 — 09:55 NK2 Spirit Airlines
Miami — Chicago
15h 15m
including layover
Find flight
from$78
20:20 — 08:55
+1 day
20:20 — 21:36 NK1245 Spirit Airlines
Orlando — Miami
9h 4m stop
06:40 — 08:55 NK1986 Spirit Airlines
Miami — Chicago
13h 35m
including layover
Find flight
from$85
20:59 — 00:10
+2 days
20:59 — 23:11 F93311 Frontier Airlines
Orlando — Denver
21h 20m stop
20:31 — 00:10 F93172 Frontier Airlines
Denver — Chicago
28h 11m
including layover
Find flight
from$77
21:09 — 08:38
+1 day
21:09 — 23:27 NK963 Spirit Airlines
Orlando — Baltimore
8h 11m stop
07:38 — 08:38 NK2439 Spirit Airlines
Baltimore — Chicago
12h 29m
including layover
Find flight
from$63
22:00 — 22:28
+1 day
22:00 — 23:15 NK3136 Spirit Airlines
Orlando — Atlanta
22h 4m stop
21:19 — 22:28 NK1200 Spirit Airlines
Atlanta — Chicago
25h 28m
including layover
Find flight
from$80
22:17 — 08:55
+1 day
22:17 — 23:59 NK2302 Spirit Airlines
Orlando — Atlanta
7h 49m stop
07:48 — 08:55 NK2707 Spirit Airlines
Atlanta — Chicago
11h 38m
including layover
Find flight
from$79
*Departure and arrival times - local. Updated on May 31, 2025

Flight Information

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

Distance between Orlando and Chicago is 1601 miles. Time difference between the cities is 1h. Airplanes depart 05:05 to 22:45 from 3 Orlando airports and arrive 05:05 to 22:45 to 7 Chicago airports. Average flight time is 3h 6m.

  • The fastest flight 2h 55m
  • Average flight time 3h 6m
  • The earliest flight 05:05
  • The latest flight 22:45
  • Distance 995 ml

The cheapest months to travel to Chicago are october (from 51 $), june (from 51 $), september (from 51 $).

The most expensive months are february (from 296 $), january (from 99 $), december (from 95 $).

What is the lowest airfare Orlando to Chicago?

The cheapest plane ticket found by our users is $38. This airfare is for economy class on one-way NK1109 flight by Spirit Airlines for September 27, 2025 which leaves Orlando Int. in Orlando at 17:46 am and arrives at Chicago O'Hare International at 19:58.

Economy class
$38
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Business class
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First class
?
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Popular Airlines on the Route

The flight Orlando — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 104 departures per week at the price of from $ 86 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 716.

Direct flights

There are 18 nonstop flights on the route. The fastest direct flight is F93853 by Frontier Airlines takes 2h 55m and the cheapest is NK1109 by Spirit Airlines for $38.

See more direct flights

Connecting Flights

There are 442 flights with layovers on the route. The fastest connecting flight is NK2457 by Spirit Airlines takes 4h 40m and the cheapest is NK1109 by Spirit Airlines for $53.

  • from $158
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  • from $55
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  • AS - Alaska Airlines
    from $177
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  • F9 - Frontier Airlines
    from $53
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  • SY - Sun Country Airlines
    from $120
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  • MX - Mexicana
    from $159
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  • G4 - Allegiant Air
    from $76
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See more connecting flights

Airports

You can fly from Orlando to Chicago from 3 airports (Orlando Int., Herndon, Walt Disney World).

Orlando airports

  • Orlando Int.-MCO
    from $38
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  • Herndon-ORL
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  • Walt Disney World-DWS
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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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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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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