Cheap Flights from Orlando, FL to Chicago, IL from $58

One way Round trip

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On Cheapflightsplus.com you will find 16 direct and 207 connecting flights from Orlando to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $58, 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: $58 (one-way), $99 (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 $58. The fastest direct flight takes 2h 48m and the fastest connecting – 4h 49m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $75 Find flight	10:35 Orlando Orlando Int.	12:23 Chicago Midway	2h 48m	Frontier Airlines	F91457
from $112 Find flight	18:11 Orlando Orlando Int.	20:15 Chicago O'Hare International	3h 4m	Spirit Airlines	NK1147
from $121 Find flight	16:33 Orlando Orlando Int.	18:35 Chicago O'Hare International	3h 2m	United Airlines	UA1828
from $141 Find flight	09:30 Orlando Orlando Int.	11:33 Chicago O'Hare International	3h 3m	United Airlines	UA2341
from $179 Find flight	11:00 Orlando Orlando Int.	13:03 Chicago O'Hare International	3h 3m	United Airlines	UA503
from $317 Find flight	14:25 Orlando Orlando Int.	16:38 Chicago O'Hare International	3h 13m	United Airlines	UA1492
from $58 Find flight	17:00 Orlando Orlando Int.	20:49 Chicago Midway	4h 49m layover 1h 8m - Atlanta	Frontier Airlines	F94025 F92779
from $58 Find flight	15:34 Orlando Orlando Int.	23:29 Chicago Midway	8h 55m layover 5h 8m - Atlanta	Frontier Airlines	F93507 F92779
from $58 Find flight	14:36 Orlando Orlando Int.	22:45 Chicago Midway	9h 9m layover 3h 49m - Houston	Frontier Airlines	F93469 F93282
from $60 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 $66 Find flight	21:43 Orlando Orlando Int.	11:52+1 день Chicago Midway	15h 9m layover 8h 36m - Denver	Frontier Airlines	F93311 F92210
from $68 Find flight	19:21 Orlando Orlando Int.	00:20+1 день Chicago Midway	5h 59m layover 1h 3m - Philadelphia	Frontier Airlines	F94170 F94367
from $72 Find flight	12:27 Orlando Orlando Int.	17:12 Chicago Midway	5h 45m layover 2h 5m - Atlanta	Frontier Airlines	F93507 F92143
from $72 Find flight	11:30 Orlando Orlando Int.	18:12 Chicago Midway	7h 42m layover 2h 47m - Philadelphia	Frontier Airlines	F92506 F94367
from $72 Find flight	06:20 Orlando Orlando Int.	14:00 Chicago O'Hare International	8h 40m layover 1h 47m - Denver	Frontier Airlines	F91733 F93174
from $81 Find flight	05:15 Orlando Orlando Int.	10:09 Chicago Midway	5h 54m layover 1h 4m - Philadelphia	Frontier Airlines	F91542 F91617

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on December 04, 2024

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$117
09:30 — 11:33	09:30 — 11:33 UA2341 United Airlines Orlando — Chicago	3h 3m	Find flight from$141
10:35 — 12:23	10:35 — 12:23 F91457 Frontier Airlines Orlando — Chicago	2h 48m	Find flight from$75
11:00 — 13:06	11:00 — 13:06 UA374 United Airlines Orlando — Chicago	3h 6m	Find flight from$143
11:00 — 13:03	11:00 — 13:03 UA503 United Airlines Orlando — Chicago	3h 3m	Find flight from$179
13:57 — 16:08	13:57 — 16:08 NK223 Spirit Airlines Orlando — Chicago	3h 11m	Find flight from$117
14:25 — 16:38	14:25 — 16:38 UA1492 United Airlines Orlando — Chicago	3h 13m	Find flight from$317
14:35 — 16:38	14:35 — 16:38 UA2061 United Airlines Orlando — Chicago	3h 3m	Find flight from$143
14:45 — 16:52	14:45 — 16:52 NK506 Spirit Airlines Orlando — Chicago	3h 7m	Find flight from$117
16:33 — 18:35	16:33 — 18:35 UA1828 United Airlines Orlando — Chicago	3h 2m	Find flight from$121
18:00 — 20:03	18:00 — 20:03 UA2000 United Airlines Orlando — Chicago	3h 3m	Find flight from$141
18:11 — 20:15	18:11 — 20:15 NK1147 Spirit Airlines Orlando — Chicago	3h 4m	Find flight from$112
18:54 — 20:58	18:54 — 20:58 NK1842 Spirit Airlines Orlando — Chicago	3h 4m	Find flight from$112
19:34 — 21:44	19:34 — 21:44 UA2677 United Airlines Orlando — Chicago	3h 10m	Find flight from$144
21:03 — 23:16	21:03 — 23:16 F93045 Frontier Airlines Orlando — Chicago	3h 13m	Find flight from$85
22:59 — 00:59 +1 day	22:59 — 00:59 F93043 Frontier Airlines Orlando — Chicago	3h	Find flight from$75
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$81
05:45 — 17:37	05:45 — 08:02 F93274 Frontier Airlines Orlando — Baltimore 8h 31m stop 16:33 — 17:37 F93087 Frontier Airlines Baltimore — Chicago	12h 52m including layover	Find flight from$95
06:20 — 14:00	08:05 — 10:20 F91733 Frontier Airlines Orlando — Denver 1h 47m stop 13:29 — 17:05 F93174 Frontier Airlines Denver — Chicago	8h 40m including layover	Find flight from$72
06:20 — 00:13 +1 day	09:37 — 11:52 F91733 Frontier Airlines Orlando — Denver 12h 16m stop 08:50 — 12:13 F92210 Frontier Airlines Denver — Chicago	18h 53m including layover	Find flight from$78
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$88
11:30 — 18:12	11:30 — 14:03 F92506 Frontier Airlines Orlando — Philadelphia 2h 47m stop 16:50 — 18:12 F94367 Frontier Airlines Philadelphia — Chicago	7h 42m including layover	Find flight from$72
12:27 — 17:12	12:27 — 14:07 F93507 Frontier Airlines Orlando — Atlanta 2h 5m stop 16:18 — 17:18 F92143 Frontier Airlines Atlanta — Chicago	5h 45m including layover	Find flight from$72
12:37 — 00:35 +1 day	12:37 — 14:54 F94919 Frontier Airlines Orlando — Denver 6h 5m stop 20:59 — 00:35 F93172 Frontier Airlines Denver — Chicago	12h 58m including layover	Find flight from$88
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$77
13:40 — 23:47	13:40 — 16:12 F94404 Frontier Airlines Orlando — Philadelphia 6h 7m stop 22:19 — 23:47 F92111 Frontier Airlines Philadelphia — Chicago	11h 7m including layover	Find flight from$88
14:36 — 22:45	13:58 — 15:51 F93469 Frontier Airlines Orlando — Houston 3h 49m stop 20:21 — 22:52 F93282 Frontier Airlines Houston — Chicago	9h 9m including layover	Find flight from$58
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$95
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$58
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$58
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$93
19:21 — 00:20 +1 day	19:21 — 21:54 F94170 Frontier Airlines Orlando — Philadelphia 1h 3m stop 22:57 — 00:20 F94367 Frontier Airlines Philadelphia — Chicago	5h 59m including layover	Find flight from$68
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$60
20:30 — 11:35 +1 day	18:55 — 21:33 SY348 Sun Country Airlines Orlando — Minneapolis 10h 39m stop 09:07 — 10:55 SY259 Sun Country Airlines Minneapolis — Chicago	16h 5m including layover	Find flight from$115
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$150
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$77
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
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$145
17:15 — 06:43 +1 day	17:15 — 18:59 NK493 Spirit Airlines Orlando — Atlanta 2h 10m stop 21:09 — 23:21 NK919 Spirit Airlines Atlanta — Los Angeles 1h 19m stop 00:40 — 06:43 NK486 Spirit Airlines Los Angeles — Chicago	14h 28m including layover	Find flight from$143

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

*Departure and arrival times - local. Updated on December 4, 2024

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 4m.

The fastest flight 2h 48m
Average flight time 3h 4m
The earliest flight 05:02
The latest flight 22:59
Distance 995 ml

The cheapest months to travel to Chicago are november (from 44 $), december (from 58 $), february (from 58 $).

The most expensive months are january (from 60 $), february (from 58 $), december (from 58 $).

What is the lowest airfare Orlando to Chicago?

The cheapest plane ticket found by our users is $58. This airfare is for economy class on one-way F93469 flight by Frontier Airlines for December 12, 2024 which leaves Orlando Int. in Orlando at 14:36 am and arrives at Chicago Midway at 22:45.

Economy class

$58

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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 9 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 5 departures per week at the price of from $ 225 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 498.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is F91457 by Frontier Airlines takes 2h 48m and the cheapest is F93469 by Frontier Airlines for $75.

F9 - Frontier Airlines

from $75

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UA - United Airlines

from $121

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NK - Spirit Airlines

from $112

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Connecting Flights

There are 207 flights with layovers on the route. The fastest connecting flight is F94025 by Frontier Airlines takes 4h 49m and the cheapest is F93469 by Frontier Airlines for $58.

AS - Alaska Airlines

from $225

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F9 - Frontier Airlines

from $58

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UA - United Airlines

from $150

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WS - WestJet

from $227

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NK - Spirit Airlines

from $93

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SY - Sun Country Airlines

from $115

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MX - Mexicana

from $136

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Y4 - Volaris

from $332

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AM - Aeromexico

from $435

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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 $58
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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 9 airlines that use 4 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-100/200

from $167

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Boeing 757-300

from $226

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Boeing 737 MAX 8

from $316

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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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