United Airlines Orlando to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Orlando to Chicago. Compare airline ticket prices and book air tickets starting from $121 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Orlando (FL) — Chicago (IL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $121, two-way – $208.

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Cheap Flights from Orlando to Chicago by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $121. The fastest nonstop flight takes 3h 2m. The fastest connecting flight — 5h 19m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $121 Find flight	4:33 pm Orlando Orlando Int.	6:35 pm Chicago O'Hare International	3h 2m	United Airlines	UA1828
from $141 Find flight	9:30 am Orlando Orlando Int.	11:33 am Chicago O'Hare International	3h 3m	United Airlines	UA2341
from $141 Find flight	6:00 pm Orlando Orlando Int.	8:03 pm Chicago O'Hare International	3h 3m	United Airlines	UA2000
from $143 Find flight	11:00 am Orlando Orlando Int.	1:06 pm Chicago O'Hare International	3h 6m	United Airlines	UA374
from $143 Find flight	2:35 pm Orlando Orlando Int.	4:38 pm Chicago O'Hare International	3h 3m	United Airlines	UA2061
from $144 Find flight	7:34 pm Orlando Orlando Int.	9:44 pm Chicago O'Hare International	3h 10m	United Airlines	UA2677
from $179 Find flight	11:00 am Orlando Orlando Int.	1:03 pm Chicago O'Hare International	3h 3m	United Airlines	UA503
from $317 Find flight	2:25 pm Orlando Orlando Int.	4:38 pm Chicago O'Hare International	3h 13m	United Airlines	UA1492
from $150 Find flight	6:57 pm Orlando Orlando Int.	0:15 am+1 день Chicago O'Hare International	6h 18m layover 0h 50m - Houston	United Airlines	UA1692 UA1692
from $151 Find flight	4:20 pm Orlando Orlando Int.	11:20 pm Chicago O'Hare International	8h 0m layover 3h 44m - Washington D.C.	United Airlines	UA1832 UA1738
from $151 Find flight	7:00 pm Orlando Orlando Int.	11:20 pm Chicago O'Hare International	5h 20m layover 1h 6m - Washington D.C.	United Airlines	UA1839 UA1738
from $153 Find flight	9:00 am Orlando Orlando Int.	2:34 pm Chicago O'Hare International	6h 34m layover 2h 2m - Washington D.C.	United Airlines	UA1689 UA1193
from $153 Find flight	12:35 pm Orlando Orlando Int.	6:55 pm Chicago O'Hare International	7h 20m layover 2h 48m - Washington D.C.	United Airlines	UA1660 UA1117
from $193 Find flight	9:35 am Orlando Orlando Int.	6:25 pm Chicago O'Hare International	9h 50m layover 5h 5m - Miami	United Airlines	UA3053 UA403
from $224 Find flight	2:15 pm Orlando Orlando Int.	11:20 pm Chicago O'Hare International	10h 5m layover 5h 49m - Washington D.C.	United Airlines	UA2065 UA1738
from $201 Find flight	9:35 am Orlando Orlando Int.	11:22 pm Chicago O'Hare International	14h 47m layover 7h 15m - Miami 1h 32m - Washington D.C.	United Airlines	UA3053 UA2071 UA1738

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/04/2024

United Airlines Flight Schedule Orlando to Chicago

Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.

Departure	Flight Details	Flight Time	Price
11:00 am — 1:06 pm	11:00 am — 1:06 pm UA374 United Airlines Orlando — Chicago	3h 6m	Find flight from$143
11:00 am — 1:03 pm	11:00 am — 1:03 pm UA503 United Airlines Orlando — Chicago	3h 3m	Find flight from$179
2:25 pm — 4:38 pm	2:25 pm — 4:38 pm UA1492 United Airlines Orlando — Chicago	3h 13m	Find flight from$317
2:35 pm — 4:38 pm	2:35 pm — 4:38 pm UA2061 United Airlines Orlando — Chicago	3h 3m	Find flight from$143
4:33 pm — 6:35 pm	4:33 pm — 6:35 pm UA1828 United Airlines Orlando — Chicago	3h 2m	Find flight from$121
6:00 pm — 8:03 pm	6:00 pm — 8:03 pm UA2000 United Airlines Orlando — Chicago	3h 3m	Find flight from$141
7:34 pm — 9:44 pm	7:34 pm — 9:44 pm UA2677 United Airlines Orlando — Chicago	3h 10m	Find flight from$144
9:30 am — 11:33 am	9:30 am — 11:33 am UA2341 United Airlines Orlando — Chicago	3h 3m	Find flight from$141
10:23 am — 4:03 pm	10:23 am — 1:02 pm UA1493 United Airlines Orlando — Newark 1h 27m stop 2:29 pm — 4:03 pm UA323 United Airlines Newark — Chicago	6h 40m including layover	Find flight from$316
12:30 pm — 9:22 pm	12:20 pm — 3:03 pm UA1768 United Airlines Orlando — Newark 4h 30m stop 7:43 pm — 9:22 pm UA546 United Airlines Newark — Chicago	9h 52m including layover	Find flight from$245
12:35 pm — 6:55 pm	12:35 pm — 2:48 pm UA1660 United Airlines Orlando — Washington D.C. 2h 48m stop 5:36 pm — 6:55 pm UA1117 United Airlines Washington D.C. — Chicago	7h 20m including layover	Find flight from$153
1:20 pm — 6:39 pm	1:17 pm — 4:00 pm UA2310 United Airlines Orlando — Newark 57m stop 5:15 pm — 6:54 pm UA661 United Airlines Newark — Chicago	6h 19m including layover	Find flight from$316
1:30 pm — 7:55 pm	1:30 pm — 3:10 pm UA1809 United Airlines Orlando — Houston 2h 3m stop 5:13 pm — 7:55 pm UA1086 United Airlines Houston — Chicago	7h 25m including layover	Find flight from$316
2:13 pm — 6:55 pm	2:13 pm — 4:30 pm UA2065 United Airlines Orlando — Washington D.C. 1h 6m stop 5:36 pm — 6:55 pm UA1117 United Airlines Washington D.C. — Chicago	5h 42m including layover	Find flight from$153
3:20 pm — 9:22 pm	3:18 pm — 6:05 pm UA2321 United Airlines Orlando — Newark 1h 36m stop 7:43 pm — 9:22 pm UA546 United Airlines Newark — Chicago	7h 2m including layover	Find flight from$317
4:20 pm — 11:20 pm	4:20 pm — 6:32 pm UA1832 United Airlines Orlando — Washington D.C. 3h 44m stop 10:16 pm — 11:20 pm UA1738 United Airlines Washington D.C. — Chicago	8h including layover	Find flight from$151
5:36 pm — 11:00 pm	5:36 pm — 8:19 pm UA577 United Airlines Orlando — Newark 1h 10m stop 9:29 pm — 11:00 pm UA1308 United Airlines Newark — Chicago	6h 24m including layover	Find flight from$316
5:46 pm — 11:15 pm	5:46 pm — 7:58 pm UA1030 United Airlines Orlando — Washington D.C. 2h 11m stop 10:09 pm — 11:15 pm UA1738 United Airlines Washington D.C. — Chicago	6h 29m including layover	Find flight from$153
6:57 pm — 0:15 am +1 day	6:57 pm — 8:48 pm UA1692 United Airlines Orlando — Houston 50m stop 9:38 pm — 0:15 am UA1692 United Airlines Houston — Chicago	6h 18m including layover	Find flight from$150
7:00 pm — 11:20 pm	7:00 pm — 9:10 pm UA1839 United Airlines Orlando — Washington D.C. 1h 6m stop 10:16 pm — 11:20 pm UA1738 United Airlines Washington D.C. — Chicago	5h 20m including layover	Find flight from$151
8:00 am — 6:54 pm	8:00 am — 10:41 am UA2727 United Airlines Orlando — Newark 6h 27m stop 5:08 pm — 6:54 pm UA661 United Airlines Newark — Chicago	11h 54m including layover	Find flight from$237
8:50 am — 2:19 pm	8:50 am — 11:02 am UA1808 United Airlines Orlando — Washington D.C. 2h 3m stop 1:05 pm — 2:19 pm UA2331 United Airlines Washington D.C. — Chicago	6h 29m including layover	Find flight from$194
9:00 am — 2:34 pm	9:00 am — 11:13 am UA1689 United Airlines Orlando — Washington D.C. 2h 2m stop 1:15 pm — 2:34 pm UA1193 United Airlines Washington D.C. — Chicago	6h 34m including layover	Find flight from$153

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

*Departure and arrival times are local. Last updated on 12/04/2024

Flight Information

There are 8 flights by United Airlines from Orlando to Chicago every week with departures from Orlando Int., Walt Disney World, Herndon. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:23 am to 9:45 am. Nonstop flight is 3h 2m. The time difference between Orlando and Chicago is 1h.

The fastest flight 3h 2m
Average flight time 3h 3m
The earliest flight 10:23 am
The latest flight 9:45 am
Distance 995 ml

The cheapest months for traveling to Chicago are january (from 121 $), february (from 121 $), december (from 122 $).

The most expensive and popular months are november (from 142 $), december (from 122 $), february (from 121 $).

The cheapest flight by United Airlines that our users were able to find is $121. This airfare is economy class on one-way UA1828 flight for January 22, 2025 leaving Orlando Int. in Orlando at 4:33 pm, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Orlando to Chicago:

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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Other Popular Airlines on the Route

Besides United Airlines there are other 8 airline carriers between Orlando and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Orlando to Chicago.

Nonstop flights

There are 16 direct flights every day from Orlando. Airlines and fares are below:

F9 - Frontier Airlines

from $75

Find
NK - Spirit Airlines

from $112

Find

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

AS - Alaska Airlines

from $225

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F9 - Frontier Airlines

from $58

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WS - WestJet

from $227

Find
NK - Spirit Airlines

from $93

Find
SY - Sun Country Airlines

from $115

Find
MX - Mexicana

from $136

Find
Y4 - Volaris

from $332

Find
AM - Aeromexico

from $435

Find

See more connecting flights

How to book an air ticket yourself?

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