Cheap Flights from Orlando, FL to Chicago, IL from $50
Return flight: Chicago – Orlando
On Cheapflightsplus.com you will find 20 direct and 560 connecting flights from Orlando to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $50, 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: $50 (one-way), $86 (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 $50. The fastest direct flight takes 2h 55m and the fastest connecting – 4h 9m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $50 | 12:08 Orlando Orlando Int. | 14:15 Chicago O'Hare International | 3h 7m | Spirit Airlines | NK3201 |
| from $50 | 16:33 Orlando Orlando Int. | 18:43 Chicago O'Hare International | 3h 10m | Spirit Airlines | NK506 |
| from $50 | 17:46 Orlando Orlando Int. | 19:58 Chicago O'Hare International | 3h 12m | Spirit Airlines | NK1109 |
| from $75 | 21:25 Orlando Orlando Int. | 23:29 Chicago O'Hare International | 3h 4m | Spirit Airlines | NK2190 |
| from $80 | 13:23 Orlando Orlando Int. | 15:31 Chicago O'Hare International | 3h 8m | Spirit Airlines | NK1369 |
| from $80 | 17:55 Orlando Orlando Int. | 20:03 Chicago O'Hare International | 3h 8m | Spirit Airlines | NK2541 |
| from $82 | 22:17 Orlando Orlando Int. | 00:20+1 день Chicago O'Hare International | 3h 3m | Frontier Airlines | F92791 |
| from $110 | 08:00 Orlando Orlando Int. | 10:06 Chicago O'Hare International | 3h 6m | Spirit Airlines | NK1114 |
| from $113 | 07:20 Orlando Orlando Int. | 09:26 Chicago O'Hare International | 3h 6m | United Airlines | UA1097 |
| from $136 | 07:30 Orlando Orlando Int. | 09:36 Chicago O'Hare International | 3h 6m | United Airlines | UA2657 |
| from $196 | 14:30 Orlando Orlando Int. | 16:36 Chicago O'Hare International | 3h 6m | United Airlines | UA265 |
| from $70 | 19:25 Orlando Orlando Int. | 20:53+1 день Chicago O'Hare International | 26h 28m layover 17h 26m - Las Vegas | Frontier Airlines | F91727 F92146 |
| from $82 | 06:13 Orlando Orlando Int. | 14:06 Chicago O'Hare International | 8h 53m layover 4h 32m - New Orleans | Spirit Airlines | NK2282 NK2429 |
| from $83 | 05:30 Orlando Orlando Int. | 09:55 Chicago O'Hare International | 5h 25m layover 1h 5m - Miami | Spirit Airlines | NK195 NK2 |
| from $83 | 06:15 Orlando Orlando Int. | 13:51 Chicago O'Hare International | 8h 36m layover 4h 15m - New Orleans | Spirit Airlines | NK423 NK1834 |
| from $91 | 08:15 Orlando Orlando Int. | 13:29 Chicago Midway | 6h 14m layover 0h 56m - Dallas | Frontier Airlines | F91481 F91888 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 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 |
|---|---|---|---|---|
|
06:05 — 08:07
|
06:05 — 08:07
F93043
Frontier Airlines
Orlando — Chicago
|
3h 2m |
Find flight
from$85 |
|
|
07:15 — 09:20
|
07:15 — 09:20
UA2673
United Airlines
Orlando — Chicago
|
3h 5m |
Find flight
from$114 |
|
|
07:20 — 09:26
|
07:20 — 09:26
UA1097
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$113 |
|
|
07:30 — 09:36
|
07:30 — 09:36
UA2657
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$136 |
|
|
08:00 — 10:06
|
08:00 — 10:06
NK1114
Spirit Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$110 |
|
|
09:35 — 11:41
|
09:35 — 11:41
UA2341
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$113 |
|
|
11:00 — 13:06
|
11:00 — 13:06
UA2207
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$122 |
|
|
12:08 — 14:15
|
12:08 — 14:15
NK3201
Spirit Airlines
Orlando — Chicago
|
3h 7m |
Find flight
from$50 |
|
|
12:16 — 14:22
|
12:16 — 14:22
UA2475
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$122 |
|
|
13:23 — 15:31
|
13:23 — 15:31
NK1369
Spirit Airlines
Orlando — Chicago
|
3h 8m |
Find flight
from$80 |
|
|
14:30 — 16:36
|
14:30 — 16:36
UA1403
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$122 |
|
|
14:30 — 16:36
|
14:30 — 16:36
UA265
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$196 |
|
|
16:26 — 18:32
|
16:26 — 18:32
UA1828
United Airlines
Orlando — Chicago
|
3h 6m |
Find flight
from$122 |
|
|
16:33 — 18:43
|
16:33 — 18:43
NK506
Spirit Airlines
Orlando — Chicago
|
3h 10m |
Find flight
from$50 |
|
|
17:46 — 19:58
|
17:46 — 19:58
NK1109
Spirit Airlines
Orlando — Chicago
|
3h 12m |
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from$50 |
|
|
17:55 — 20:03
|
17:55 — 20:03
NK2541
Spirit Airlines
Orlando — Chicago
|
3h 8m |
Find flight
from$80 |
|
|
18:16 — 20:21
|
18:16 — 20:21
UA2000
United Airlines
Orlando — Chicago
|
3h 5m |
Find flight
from$122 |
|
|
18:22 — 20:17
|
18:22 — 20:17
F93853
Frontier Airlines
Orlando — Chicago
|
2h 55m |
Find flight
from$86 |
|
|
21:25 — 23:29
|
21:25 — 23:29
NK2190
Spirit Airlines
Orlando — Chicago
|
3h 4m |
Find flight
from$75 |
|
|
22:17 — 00:20
+1 day
|
22:17 — 00:20
F92791
Frontier Airlines
Orlando — Chicago
|
3h 3m |
Find flight
from$82 |
|
|
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 |
Find flight
from$83 |
|
|
05:30 — 14:34
|
05:30 — 06:35
NK195
Spirit Airlines
Orlando — Miami
5h 42m stop
12:17 — 14:34
NK866
Spirit Airlines
Miami — Chicago
|
10h 4m including layover |
Find flight
from$87 |
|
|
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 |
Find flight
from$82 |
|
|
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 |
Find flight
from$83 |
|
|
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 |
Find flight
from$107 |
|
|
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 |
Find flight
from$93 |
|
|
08:15 — 13:29
|
05:10 — 07:22
F91481
Frontier Airlines
Orlando — Dallas
56m stop
14:04 — 16:22
F91888
Frontier Airlines
Dallas — Chicago
|
6h 14m including layover |
Find flight
from$91 |
|
|
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 |
Find flight
from$108 |
|
|
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 |
Find flight
from$95 |
|
|
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$87 |
|
|
10:16 — 20:53
|
09:37 — 11:52
F91733
Frontier Airlines
Orlando — Denver
4h 57m stop
08:50 — 12:13
F92210
Frontier Airlines
Denver — Chicago
|
11h 37m including layover |
Find flight
from$93 |
|
|
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 |
Find flight
from$101 |
|
|
12:44 — 19:55
|
12:44 — 15:24
F92506
Frontier Airlines
Orlando — Philadelphia
3h 15m stop
18:39 — 19:55
F91617
Frontier Airlines
Philadelphia — Chicago
|
8h 11m including layover |
Find flight
from$97 |
|
|
13:59 — 22:18
|
13:59 — 15:47
F93469
Frontier Airlines
Orlando — Houston
4h 2m stop
19:52 — 22:25
F93282
Frontier Airlines
Houston — Chicago
|
9h 19m including layover |
Find flight
from$107 |
|
|
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 |
Find flight
from$93 |
|
|
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 |
Find flight
from$93 |
|
|
15:54 — 16:35
+1 day
|
16:20 — 18:21
F91554
Frontier Airlines
Orlando — Raleigh
21h 10m stop
15:38 — 17:08
F93351
Frontier Airlines
Raleigh — Chicago
|
25h 41m including layover |
Find flight
from$105 |
|
|
18:11 — 08:38
+1 day
|
18:11 — 20:30
NK1092
Spirit Airlines
Orlando — Baltimore
11h 8m stop
07:38 — 08:38
NK2439
Spirit Airlines
Baltimore — Chicago
|
15h 27m including layover |
Find flight
from$87 |
|
|
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$70 |
|
|
19:25 — 14:56
+1 day
|
16:54 — 19:15
F91727
Frontier Airlines
Orlando — Las Vegas
11h 58m stop
06:50 — 12:34
F92330
Frontier Airlines
Las Vegas — Chicago
|
20h 31m including layover |
Find flight
from$71 |
|
|
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$102 |
|
|
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$87 |
|
|
22:51 — 07:04
+1 day
|
22:51 — 00:36
F93975
Frontier Airlines
Orlando — Atlanta
5h 9m stop
05:45 — 07:04
F91441
Frontier Airlines
Atlanta — Chicago
|
9h 13m including layover |
Find flight
from$102 |
|
*Departure and arrival times - local. Updated on September 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 05:05 to 22:51 from 3 Orlando airports and arrive 05:05 to 22:51 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 22:51
- Distance 995 ml
The cheapest months to travel to Chicago are october (from 50 $), september (from 50 $), august (from 50 $).
The most expensive months are february (from 293 $), january (from 98 $), december (from 94 $).
What is the lowest airfare Orlando to Chicago?
The cheapest plane ticket found by our users is $50. 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
$50
Business class
?
First class
?
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 - 140 departures per week at the price of from $ 113 . And the most expensive tickets are offered by United Airlines airline - from $ 883.
Direct flights
There are 20 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 $50.
- from $113Find
- from $50Find
- F9 - Frontier Airlinesfrom $82Find
See more direct flights
Connecting Flights
There are 560 flights with layovers on the route. The fastest connecting flight is NK2645 by Spirit Airlines takes 4h 9m and the cheapest is NK1109 by Spirit Airlines for $70.
- from $207Find
- from $82Find
- AS - Alaska Airlinesfrom $233Find
- F9 - Frontier Airlinesfrom $70Find
- SY - Sun Country Airlinesfrom $159Find
- MX - Mexicanafrom $211Find
- G4 - Allegiant Airfrom $101Find
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 $50Find
- 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 7 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
- from $69Find
- from $61Find
- from $58Find
- from $67Find
- from $79Find
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- from $70Find
- from $65Find
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.