Cheap Flights from Orlando, FL to Chicago, IL from $66
Return flight: Chicago – Orlando
On Cheapflightsplus.com you will find 5 direct and 33 connecting flights from Orlando to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $66, 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: $66 (one-way), $113 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Orlando to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Orlando to Chicago with the lowest price of $66. The fastest direct flight takes 2h 48m and the fastest connecting – 4h 49m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $75 | 10:35 Orlando Orlando Int. | 12:23 Chicago Midway | 2h 48m | Frontier Airlines | F91457 |
| from $75 | 22:59 Orlando Orlando Int. | 00:59+1 день Chicago O'Hare International | 3h 0m | Frontier Airlines | F93043 |
| from $117 | 14:45 Orlando Orlando Int. | 16:52 Chicago O'Hare International | 3h 7m | Spirit Airlines | NK506 |
| from $144 | 19:34 Orlando Orlando Int. | 21:44 Chicago O'Hare International | 3h 10m | United Airlines | UA2677 |
| from $316 | 14:25 Orlando Orlando Int. | 16:38 Chicago O'Hare International | 3h 13m | United Airlines | UA1492 |
| from $66 | 21:43 Orlando Orlando Int. | 11:52+1 день Chicago Midway | 15h 9m layover 8h 36m - Denver | Frontier Airlines | F93311 F92210 |
| from $97 | 08:03 Orlando Orlando Int. | 01:03+1 день Chicago O'Hare International | 18h 0m layover 11h 18m - Denver | Frontier Airlines | F91733 F93172 |
| from $135 | 13:46 Orlando Orlando Int. | 21:55 Chicago Midway | 9h 9m layover 5h 14m - Raleigh | Frontier Airlines | F91554 F93717 |
| from $135 | 06:18 Orlando Orlando Int. | 21:55 Chicago Midway | 16h 37m layover 12h 41m - Raleigh | Frontier Airlines | F91040 F93717 |
| from $149 | 05:40 Orlando Orlando Int. | 09:55 Chicago O'Hare International | 5h 15m layover 0h 55m - Miami | Spirit Airlines | NK195 NK2 |
| from $149 | 20:30 Orlando Orlando Int. | 01:13+1 день Chicago O'Hare International | 5h 43m layover 0h 40m - Dallas | Spirit Airlines | NK503 NK828 |
| from $149 | 18:57 Orlando Orlando Int. | 00:15+1 день Chicago O'Hare International | 6h 18m layover 0h 50m - Houston | United Airlines | UA1692 UA1692 |
| from $149 | 19:03 Orlando Orlando Int. | 01:13+1 день Chicago O'Hare International | 7h 10m layover 2h 1m - Dallas | Spirit Airlines | NK1096 NK828 |
| from $149 | 05:40 Orlando Orlando Int. | 15:57 Chicago O'Hare International | 11h 17m layover 6h 55m - Miami | Spirit Airlines | NK195 NK327 |
| from $160 | 05:15 Orlando Orlando Int. | 10:09 Chicago Midway | 5h 54m layover 1h 4m - Philadelphia | Frontier Airlines | F91542 F91617 |
| from $160 | 05:15 Orlando Orlando Int. | 10:33 Chicago O'Hare International | 6h 18m layover 1h 17m - Philadelphia | Frontier Airlines | F91542 F92111 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on February 07, 2025
Flight Schedule Orlando (Florida) to Chicago (Illinois)
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 |
|---|---|---|---|---|
|
10:35 — 12:23
|
10:35 — 12:23
F91457
Frontier Airlines
Orlando — Chicago
|
2h 48m |
Find flight
from$75 |
|
|
14:25 — 16:38
|
14:25 — 16:38
UA1492
United Airlines
Orlando — Chicago
|
3h 13m |
Find flight
from$316 |
|
|
14:45 — 16:52
|
14:45 — 16:52
NK506
Spirit Airlines
Orlando — Chicago
|
3h 7m |
Find flight
from$117 |
|
|
19:34 — 21:44
|
19:34 — 21:44
UA2677
United Airlines
Orlando — Chicago
|
3h 10m |
Find flight
from$144 |
|
|
22:59 — 00:59
+1 day
|
22:59 — 00:59
F93043
Frontier Airlines
Orlando — Chicago
|
3h |
Find flight
from$75 |
|
|
05:40 — 09:55
|
06:24 — 07:35
NK195
Spirit Airlines
Orlando — Miami
55m stop
12:56 — 15:16
NK2
Spirit Airlines
Miami — Chicago
|
5h 15m including layover |
Find flight
from$149 |
|
|
05:40 — 15:57
|
05:40 — 06:45
NK195
Spirit Airlines
Orlando — Miami
6h 55m stop
13:40 — 15:57
NK327
Spirit Airlines
Miami — Chicago
|
11h 17m including layover |
Find flight
from$149 |
|
|
06:18 — 21:55
|
06:18 — 08:13
F91040
Frontier Airlines
Orlando — Raleigh
12h 41m stop
20:54 — 21:55
F93717
Frontier Airlines
Raleigh — Chicago
|
16h 37m including layover |
Find flight
from$135 |
|
|
08:00 — 16:31
|
08:00 — 09:43
F91563
Frontier Airlines
Orlando — Atlanta
5h 40m stop
15:23 — 16:31
F91595
Frontier Airlines
Atlanta — Chicago
|
9h 31m including layover |
Find flight
from$165 |
|
|
08:03 — 01:03
+1 day
|
06:20 — 08:39
F91733
Frontier Airlines
Orlando — Denver
11h 18m stop
20:59 — 00:35
F93172
Frontier Airlines
Denver — Chicago
|
18h including layover |
Find flight
from$97 |
|
|
09:35 — 14:55
|
09:35 — 10:55
UA3053
United Airlines
Orlando — Miami
1h 28m stop
12:33 — 14:55
UA1755
United Airlines
Miami — Chicago
|
6h 20m including layover |
Find flight
from$261 |
|
|
09:35 — 16:46
|
09:35 — 10:55
UA3053
United Airlines
Orlando — Miami
3h 17m stop
14:12 — 16:46
UA1458
United Airlines
Miami — Chicago
|
8h 11m including layover |
Find flight
from$261 |
|
|
11:53 — 17:06
|
11:53 — 13:40
UA774
United Airlines
Orlando — Houston
40m stop
14:20 — 17:06
UA2097
United Airlines
Houston — Chicago
|
6h 13m including layover |
Find flight
from$331 |
|
|
12:37 — 16:31
|
11:28 — 13:12
F93507
Frontier Airlines
Orlando — Atlanta
1h 7m stop
19:41 — 21:00
F91595
Frontier Airlines
Atlanta — Chicago
|
4h 54m including layover |
Find flight
from$219 |
|
|
13:46 — 21:55
|
13:46 — 15:40
F91554
Frontier Airlines
Orlando — Raleigh
5h 14m stop
20:54 — 21:55
F93717
Frontier Airlines
Raleigh — Chicago
|
9h 9m including layover |
Find flight
from$135 |
|
|
13:48 — 18:40
|
13:48 — 14:35
NK3644
Spirit Airlines
Orlando — New Orleans
1h 32m stop
16:07 — 18:40
NK1109
Spirit Airlines
New Orleans — Chicago
|
5h 52m including layover |
Find flight
from$495 |
|
|
15:25 — 23:58
|
14:11 — 16:01
F93469
Frontier Airlines
Orlando — Houston
4h 6m stop
22:08 — 00:45
F93136
Frontier Airlines
Houston — Chicago
|
9h 33m including layover |
Find flight
from$183 |
|
|
16:49 — 22:52
|
16:49 — 19:39
NK916
Spirit Airlines
Orlando — Newark
1h 36m stop
21:15 — 22:52
NK329
Spirit Airlines
Newark — Chicago
|
7h 3m including layover |
Find flight
from$495 |
|
|
17:00 — 20:49
|
17:54 — 19:42
F94025
Frontier Airlines
Orlando — Atlanta
1h 8m stop
22:58 — 23:55
F92779
Frontier Airlines
Atlanta — Chicago
|
4h 49m including layover |
Find flight
from$219 |
|
|
18:57 — 00:15
+1 day
|
18:57 — 20:48
UA1692
United Airlines
Orlando — Houston
50m stop
21:38 — 00:15
UA1692
United Airlines
Houston — Chicago
|
6h 18m including layover |
Find flight
from$149 |
|
|
19:03 — 01:13
+1 day
|
19:03 — 20:58
NK1096
Spirit Airlines
Orlando — Dallas
2h 1m stop
22:59 — 01:13
NK828
Spirit Airlines
Dallas — Chicago
|
7h 10m including layover |
Find flight
from$149 |
|
|
20:30 — 01:13
+1 day
|
20:30 — 22:19
NK503
Spirit Airlines
Orlando — Dallas
40m stop
22:59 — 01:13
NK828
Spirit Airlines
Dallas — Chicago
|
5h 43m including layover |
Find flight
from$149 |
|
|
21:43 — 11:52
+1 day
|
20:59 — 23:16
F93311
Frontier Airlines
Orlando — Denver
8h 36m stop
08:50 — 12:13
F92210
Frontier Airlines
Denver — Chicago
|
15h 9m including layover |
Find flight
from$66 |
|
|
07:00 — 17:02
|
07:00 — 09:27
NK149
Spirit Airlines
Orlando — Indianapolis
1h 19m stop
10:46 — 13:16
NK275
Spirit Airlines
Indianapolis — Fort Myers
1h 44m stop
15:00 — 17:02
NK2930
Spirit Airlines
Fort Myers — Chicago
|
11h 2m including layover |
Find flight
from$222 |
|
|
12:30 — 08:45
+1 day
|
12:30 — 15:25
AM441
Aeromexico
Orlando — Mexico City
6h 30m stop
21:55 — 23:19
Y4152
Volaris
Mexico City — Guadalajara
5h 27m stop
04:46 — 08:45
Y41840
Volaris
Guadalajara — Chicago
|
21h 15m including layover |
Find flight
from$446 |
|
|
15:32 — 08:45
+1 day
|
15:07 — 18:10
AM443
Aeromexico
Orlando — Mexico City
3h 50m stop
22:30 — 23:50
VB1070
VivaAerobus
Mexico City — Guadalajara
5h 1m stop
04:46 — 08:45
Y41840
Volaris
Guadalajara — Chicago
|
18h 13m including layover |
Find flight
from$433 |
|
|
17:05 — 08:45
+1 day
|
17:05 — 19:45
Y4781
Volaris
Orlando — Mexico City
2h 10m stop
21:55 — 23:19
Y4152
Volaris
Mexico City — Guadalajara
5h 27m stop
04:46 — 08:45
Y41840
Volaris
Guadalajara — Chicago
|
16h 40m including layover |
Find flight
from$380 |
|
*Departure and arrival times - local. Updated on February 7, 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 05:15 to 22:59 from 3 Orlando airports and arrive 05:15 to 22:59 to 7 Chicago airports. Average flight time is 3h 7m.
- The fastest flight 2h 48m
- Average flight time 3h 7m
- The earliest flight 05:15
- The latest flight 22:59
- Distance 995 ml
The cheapest months to travel to Chicago are november (from 44 $), february (from 58 $), january (from 81 $).
The most expensive months are december (from 88 $), january (from 81 $), february (from 58 $).
What is the lowest airfare Orlando to Chicago?
The cheapest plane ticket found by our users is $66. This airfare is for economy class on one-way F93311 flight by Frontier Airlines for February 21, 2025 which leaves Orlando Int. in Orlando at 21:43 am and arrives at Chicago Midway at 11:52.
Economy class
$66
Business class
?
First class
?
Popular Airlines on the Route
The flight Orlando — Chicago is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 12 departures per week at the price of from $ 66 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 495.
Direct flights
There are 5 nonstop flights on the route. The fastest direct flight is F91457 by Frontier Airlines takes 2h 48m and the cheapest is F93311 by Frontier Airlines for $75.
- from $75Find
- from $144Find
- from $117Find
See more direct flights
Connecting Flights
There are 33 flights with layovers on the route. The fastest connecting flight is F94025 by Frontier Airlines takes 4h 49m and the cheapest is F93311 by Frontier Airlines for $66.
- from $66Find
- from $149Find
- from $149Find
- Y4 - Volarisfrom $380Find
- AM - Aeromexicofrom $433Find
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.-MCOfrom $66Find
- Herndon-ORLFind
- Walt Disney World-DWSFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Orlando by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Orlando
You may also consider searching for discounted plane tickets to some other popular places from Orlando within United States.
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Top International Destinations from Orlando
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $59Find
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How to book a plane 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.