Cheap Flights from Orlando, FL to Chicago, IL from $57

One way Round trip

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On Cheapflightsplus.com you will find 11 direct and 121 connecting flights from Orlando to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $57, 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: $57 (one-way), $98 (round-trip).

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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 $57. The fastest direct flight takes 2h 48m and the fastest connecting – 4h 49m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $73 Find flight	10:35 Orlando Orlando Int.	12:23 Chicago Midway	2h 48m	Frontier Airlines	F91457
from $73 Find flight	22:59 Orlando Orlando Int.	00:59+1 день Chicago O'Hare International	3h 0m	Frontier Airlines	F93043
from $83 Find flight	21:03 Orlando Orlando Int.	23:16 Chicago O'Hare International	3h 13m	Frontier Airlines	F93045
from $115 Find flight	14:45 Orlando Orlando Int.	16:52 Chicago O'Hare International	3h 7m	Spirit Airlines	NK506
from $119 Find flight	16:33 Orlando Orlando Int.	18:35 Chicago O'Hare International	3h 2m	United Airlines	UA1828
from $140 Find flight	14:35 Orlando Orlando Int.	16:38 Chicago O'Hare International	3h 3m	United Airlines	UA2061
from $310 Find flight	14:25 Orlando Orlando Int.	16:38 Chicago O'Hare International	3h 13m	United Airlines	UA1492
from $57 Find flight	17:00 Orlando Orlando Int.	20:49 Chicago Midway	4h 49m layover 1h 8m - Atlanta	Frontier Airlines	F94025 F92779
from $57 Find flight	15:34 Orlando Orlando Int.	23:29 Chicago Midway	8h 55m layover 5h 8m - Atlanta	Frontier Airlines	F93507 F92779
from $59 Find flight	19:30 Orlando Orlando Int.	11:44+1 день Chicago Midway	17h 14m layover 8h 21m - Las Vegas	Frontier Airlines	F91875 F92330
from $65 Find flight	21:43 Orlando Orlando Int.	11:52+1 день Chicago Midway	15h 9m layover 8h 36m - Denver	Frontier Airlines	F93311 F92210
from $75 Find flight	13:39 Orlando Orlando Int.	00:17+1 день Chicago Midway	11h 38m layover 4h 51m - Denver	Frontier Airlines	F94919 F92210
from $75 Find flight	21:14 Orlando Orlando Int.	14:02+1 день Chicago O'Hare International	17h 48m layover 10h 46m - Denver	Frontier Airlines	F93311 F93172
from $80 Find flight	05:15 Orlando Orlando Int.	10:09 Chicago Midway	5h 54m layover 1h 4m - Philadelphia	Frontier Airlines	F91542 F91617
from $80 Find flight	06:00 Orlando Orlando Int.	13:06 Chicago Midway	8h 6m layover 2h 27m - Dallas	Frontier Airlines	F91481 F91888
from $91 Find flight	18:05 Orlando Orlando Int.	22:51 Chicago O'Hare International	5h 46m layover 1h 11m - Miami	Spirit Airlines	NK359 NK718

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on January 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	Flight Details	Flight Duration	Price
05:10 — 07:18	05:10 — 07:18 NK1683 Spirit Airlines Orlando — Chicago	3h 8m	Find flight from$115
10:35 — 12:23	10:35 — 12:23 F91457 Frontier Airlines Orlando — Chicago	2h 48m	Find flight from$73
11:00 — 13:06	11:00 — 13:06 UA374 United Airlines Orlando — Chicago	3h 6m	Find flight from$140
13:57 — 16:08	13:57 — 16:08 NK223 Spirit Airlines Orlando — Chicago	3h 11m	Find flight from$115
14:25 — 16:38	14:25 — 16:38 UA1492 United Airlines Orlando — Chicago	3h 13m	Find flight from$310
14:35 — 16:38	14:35 — 16:38 UA2061 United Airlines Orlando — Chicago	3h 3m	Find flight from$140
14:45 — 16:52	14:45 — 16:52 NK506 Spirit Airlines Orlando — Chicago	3h 7m	Find flight from$115
16:33 — 18:35	16:33 — 18:35 UA1828 United Airlines Orlando — Chicago	3h 2m	Find flight from$119
19:34 — 21:44	19:34 — 21:44 UA2677 United Airlines Orlando — Chicago	3h 10m	Find flight from$142
21:03 — 23:16	21:03 — 23:16 F93045 Frontier Airlines Orlando — Chicago	3h 13m	Find flight from$83
22:59 — 00:59 +1 day	22:59 — 00:59 F93043 Frontier Airlines Orlando — Chicago	3h	Find flight from$73
05:15 — 10:09	05:30 — 07:59 F91542 Frontier Airlines Orlando — Philadelphia 1h 4m stop 11:45 — 13:13 F91617 Frontier Airlines Philadelphia — Chicago	5h 54m including layover	Find flight from$80
06:00 — 13:06	05:10 — 07:22 F91481 Frontier Airlines Orlando — Dallas 2h 27m stop 14:04 — 16:22 F91888 Frontier Airlines Dallas — Chicago	8h 6m including layover	Find flight from$80
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$163
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$95
09:00 — 14:34	09:00 — 11:13 UA1689 United Airlines Orlando — Washington D.C. 2h 2m stop 13:15 — 14:34 UA1193 United Airlines Washington D.C. — Chicago	6h 34m including layover	Find flight from$150
10:58 — 19:57	10:58 — 12:45 NK193 Spirit Airlines Orlando — Houston 4h 26m stop 17:11 — 19:57 NK1685 Spirit Airlines Houston — Chicago	9h 59m including layover	Find flight from$147
12:00 — 22:55	12:00 — 14:37 NK204 Spirit Airlines Orlando — New York 6h 38m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	11h 55m including layover	Find flight from$155
12:35 — 18:55	12:35 — 14:48 UA1660 United Airlines Orlando — Washington D.C. 2h 48m stop 17:36 — 18:55 UA1117 United Airlines Washington D.C. — Chicago	7h 20m including layover	Find flight from$150
13:39 — 00:17 +1 day	12:54 — 15:11 F94919 Frontier Airlines Orlando — Denver 4h 51m stop 20:55 — 00:13 F92210 Frontier Airlines Denver — Chicago	11h 38m including layover	Find flight from$75
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$180
15:34 — 23:29	15:34 — 17:29 F93507 Frontier Airlines Orlando — Atlanta 5h 8m stop 22:28 — 23:29 F92779 Frontier Airlines Atlanta — Chicago	8h 55m including layover	Find flight from$57
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$57
17:46 — 23:15	17:46 — 19:58 UA1030 United Airlines Orlando — Washington D.C. 2h 11m stop 22:09 — 23:15 UA1738 United Airlines Washington D.C. — Chicago	6h 29m including layover	Find flight from$150
18:05 — 22:51	18:05 — 19:19 NK359 Spirit Airlines Orlando — Miami 1h 11m stop 20:30 — 22:51 NK718 Spirit Airlines Miami — Chicago	5h 46m including layover	Find flight from$91
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$147
19:30 — 11:44 +1 day	08:15 — 10:34 F91875 Frontier Airlines Orlando — Las Vegas 8h 21m stop 06:50 — 12:34 F92330 Frontier Airlines Las Vegas — Chicago	17h 14m including layover	Find flight from$59
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$147
21:14 — 14:02 +1 day	20:59 — 23:16 F93311 Frontier Airlines Orlando — Denver 10h 46m stop 20:59 — 00:28 F93172 Frontier Airlines Denver — Chicago	17h 48m including layover	Find flight from$75
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$65
06:00 — 22:55	06:00 — 07:11 NK198 Spirit Airlines Orlando — Miami 5h 58m stop 13:09 — 16:06 NK1384 Spirit Airlines Miami — New York 5h 9m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	17h 55m including layover	Find flight from$131
09:59 — 22:51	09:59 — 11:44 NK871 Spirit Airlines Orlando — Charlotte 5h 6m stop 16:50 — 19:03 NK353 Spirit Airlines Charlotte — Miami 1h 27m stop 20:30 — 22:51 NK718 Spirit Airlines Miami — Chicago	13h 52m including layover	Find flight from$142
11:30 — 22:55	11:30 — 12:38 NK1762 Spirit Airlines Orlando — Nashville 55m stop 13:33 — 16:45 NK874 Spirit Airlines Nashville — New York 4h 30m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	12h 25m including layover	Find flight from$190

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on January 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 05:02 to 22:59 from 3 Orlando airports and arrive 05:02 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 05:02
The latest flight 22:59
Distance 995 ml

The cheapest months to travel to Chicago are november (from 43 $), february (from 57 $), january (from 59 $).

The most expensive months are december (from 76 $), january (from 59 $), february (from 57 $).

What is the lowest airfare Orlando to Chicago?

The cheapest plane ticket found by our users is $57. This airfare is for economy class on one-way F94025 flight by Frontier Airlines for February 1, 2025 which leaves Orlando Int. in Orlando at 17:00 am and arrives at Chicago Midway at 20:49.

Economy class

$57

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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 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 5 departures per week at the price of from $ 221 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 487.

Direct flights

There are 11 nonstop flights on the route. The fastest direct flight is F91457 by Frontier Airlines takes 2h 48m and the cheapest is F94025 by Frontier Airlines for $73.

F9 - Frontier Airlines

from $73

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UA - United Airlines

from $119

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NK - Spirit Airlines

from $115

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Connecting Flights

There are 121 flights with layovers on the route. The fastest connecting flight is F94025 by Frontier Airlines takes 4h 49m and the cheapest is F94025 by Frontier Airlines for $57.

AS - Alaska Airlines

from $221

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F9 - Frontier Airlines

from $57

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UA - United Airlines

from $147

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NK - Spirit Airlines

from $91

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MX - Mexicana

from $144

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Y4 - Volaris

from $325

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AM - Aeromexico

from $426

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Airports

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

Orlando airports

Orlando Int.-MCO

from $57
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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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Airplanes

There are flights to Chicago from Orlando by 7 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-900

from $316

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Top Domestic Destinations from Orlando

You may also consider searching for discounted plane tickets to some other popular places from Orlando within United States.

Orlando — Atlanta

from $72

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Orlando — Miami

from $76

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Orlando — Philadelphia

from $54

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Orlando — San Diego

from $75

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Orlando — New York

from $78

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Orlando — Phoenix

from $63

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Orlando — Portland

from $71

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Orlando — Portland

from $76

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Orlando — Boston

from $76

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Orlando — Rochester

from $57

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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.

Orlando — London

from $59

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Orlando — Dublin

from $79

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Orlando — Glasgow

from $70

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Orlando — Paris

from $58

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Orlando — Manchester

from $61

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Orlando — Rome

from $70

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Orlando — Edinburgh

from $57

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Orlando — Athens

from $59

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Orlando — Florence

from $79

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Orlando — Birmingham

from $62

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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.
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