United Airlines Chicago to Orlando Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Orlando. Compare airline ticket prices and book air tickets starting from $113 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 Chicago (IL) — Orlando (FL) 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 september: one-way - $113, two-way – $194.

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Cheap Flights from Chicago to Orlando 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 $113. The fastest nonstop flight takes 2h 40m. The fastest connecting flight — 5h 4m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $113 Find flight	7:20 am Chicago O'Hare International	11:02 am Orlando Orlando Int.	2h 42m	United Airlines	UA2280
from $122 Find flight	11:05 am Chicago O'Hare International	2:45 pm Orlando Orlando Int.	2h 40m	United Airlines	UA2008
from $517 Find flight	6:00 pm Chicago O'Hare International	9:53 pm Orlando Orlando Int.	2h 53m	United Airlines	UA2180
from $641 Find flight	2:20 pm Chicago O'Hare International	6:00 pm Orlando Orlando Int.	2h 40m	United Airlines	UA1349
from $1047 Find flight	9:15 am Chicago O'Hare International	1:09 pm Orlando Orlando Int.	2h 54m	United Airlines	UA2672
from $1459 Find flight	5:58 pm Chicago O'Hare International	9:50 pm Orlando Orlando Int.	2h 52m	United Airlines	UA1761
from $244 Find flight	6:04 pm Chicago O'Hare International	0:24 am+1 день Orlando Orlando Int.	5h 20m layover 1h 10m - Washington D.C.	United Airlines	UA2677 UA689
from $274 Find flight	2:24 pm Chicago O'Hare International	0:24 am+1 день Orlando Orlando Int.	9h 0m layover 5h 2m - Washington D.C.	United Airlines	UA587 UA689
from $290 Find flight	6:00 am Chicago O'Hare International	12:45 pm Orlando Orlando Int.	5h 45m layover 0h 54m - Newark	United Airlines	UA1658 UA1739
from $321 Find flight	9:30 pm Chicago O'Hare International	1:48 pm+1 день Orlando Orlando Int.	15h 18m layover 10h 19m - Newark	United Airlines	UA1209 UA1409
from $321 Find flight	9:30 pm Chicago O'Hare International	9:45 am+1 день Orlando Orlando Int.	11h 15m layover 6h 19m - Newark	United Airlines	UA1209 UA788
from $353 Find flight	9:30 pm Chicago O'Hare International	11:48 am+1 день Orlando Orlando Int.	13h 18m layover 8h 19m - Newark	United Airlines	UA1209 UA447
from $353 Find flight	9:30 pm Chicago O'Hare International	2:45 pm+1 день Orlando Orlando Int.	16h 15m layover 11h 24m - Newark	United Airlines	UA1209 UA1435
from $319 Find flight	9:13 pm Chicago O'Hare International	1:48 pm+1 день Orlando Orlando Int.	15h 35m layover 6h 3m - Washington D.C. 3h 29m - Newark	United Airlines	UA1023 UA2669 UA1409
from $376 Find flight	9:13 pm Chicago O'Hare International	12:45 pm+1 день Orlando Orlando Int.	14h 32m layover 6h 3m - Washington D.C. 2h 29m - Newark	United Airlines	UA1023 UA2669 UA1739
from $376 Find flight	9:13 pm Chicago O'Hare International	11:48 am+1 день Orlando Orlando Int.	13h 35m layover 6h 3m - Washington D.C. 1h 29m - Newark	United Airlines	UA1023 UA2669 UA447

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 09/08/2025

United Airlines Flight Schedule Chicago to Orlando

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
11:05 am — 2:45 pm	11:05 am — 2:45 pm UA2008 United Airlines Chicago — Orlando	2h 40m	Find flight from$122
2:15 pm — 6:06 pm	2:15 pm — 6:06 pm UA2042 United Airlines Chicago — Orlando	2h 51m	Find flight from$1047
2:20 pm — 6:00 pm	2:20 pm — 6:00 pm UA1349 United Airlines Chicago — Orlando	2h 40m	Find flight from$641
3:50 pm — 7:41 pm	3:50 pm — 7:41 pm UA2165 United Airlines Chicago — Orlando	2h 51m	Find flight from$1047
5:58 pm — 9:50 pm	5:58 pm — 9:50 pm UA1761 United Airlines Chicago — Orlando	2h 52m	Find flight from$1459
6:00 am — 9:48 am	6:00 am — 9:48 am UA2387 United Airlines Chicago — Orlando	2h 48m	Find flight from$1047
6:00 pm — 9:53 pm	6:00 pm — 9:53 pm UA2180 United Airlines Chicago — Orlando	2h 53m	Find flight from$517
7:20 am — 11:02 am	7:20 am — 11:02 am UA2280 United Airlines Chicago — Orlando	2h 42m	Find flight from$113
9:15 am — 1:09 pm	9:15 am — 1:09 pm UA2672 United Airlines Chicago — Orlando	2h 54m	Find flight from$1047
12:55 pm — 7:50 pm	12:55 pm — 3:57 pm UA2337 United Airlines Chicago — Washington D.C. 1h 30m stop 5:27 pm — 7:50 pm UA2463 United Airlines Washington D.C. — Orlando	5h 55m including layover	Find flight from$2140
1:12 pm — 0:24 am +1 day	1:12 pm — 4:01 pm UA293 United Airlines Chicago — Washington D.C. 6h 14m stop 10:15 pm — 0:24 am UA689 United Airlines Washington D.C. — Orlando	10h 12m including layover	Find flight from$619
1:12 pm — 7:25 pm	1:12 pm — 4:01 pm UA293 United Airlines Chicago — Washington D.C. 1h 19m stop 5:20 pm — 7:25 pm UA2463 United Airlines Washington D.C. — Orlando	5h 13m including layover	Find flight from$773
2:15 pm — 11:20 pm	2:15 pm — 4:55 pm UA1373 United Airlines Chicago — Houston 3h 5m stop 8:00 pm — 11:20 pm UA1976 United Airlines Houston — Orlando	8h 5m including layover	Find flight from$527
2:24 pm — 0:24 am +1 day	2:32 pm — 5:30 pm UA587 United Airlines Chicago — Washington D.C. 5h 2m stop 10:23 pm — 0:45 am UA689 United Airlines Washington D.C. — Orlando	9h including layover	Find flight from$274
5:15 am — 1:49 pm	5:15 am — 6:52 am UA2666 United Airlines Chicago — Denver 1h 28m stop 8:20 am — 1:49 pm UA2292 United Airlines Denver — Orlando	7h 34m including layover	Find flight from$768
6:00 am — 12:45 pm	6:00 am — 9:15 am UA1658 United Airlines Chicago — Newark 54m stop 10:00 am — 12:54 pm UA1739 United Airlines Newark — Orlando	5h 45m including layover	Find flight from$290
6:04 pm — 0:24 am +1 day	5:53 pm — 8:52 pm UA2677 United Airlines Chicago — Washington D.C. 1h 10m stop 10:23 pm — 0:45 am UA689 United Airlines Washington D.C. — Orlando	5h 20m including layover	Find flight from$244
7:10 am — 5:11 pm	7:10 am — 10:27 am UA563 United Airlines Chicago — Newark 3h 52m stop 2:19 pm — 5:11 pm UA1213 United Airlines Newark — Orlando	9h 1m including layover	Find flight from$1803
8:00 pm — 9:45 am +1 day	8:00 pm — 11:29 pm UA396 United Airlines Chicago — Newark 7h 31m stop 7:00 am — 9:45 am UA788 United Airlines Newark — Orlando	12h 45m including layover	Find flight from$572
8:55 am — 4:33 pm	8:55 am — 11:43 am UA1357 United Airlines Chicago — Washington D.C. 2h 31m stop 2:14 pm — 4:33 pm UA1786 United Airlines Washington D.C. — Orlando	6h 38m including layover	Find flight from$651
9:30 pm — 1:48 pm +1 day	9:30 pm — 0:41 am UA1209 United Airlines Chicago — Newark 10h 19m stop 11:00 am — 1:48 pm UA1409 United Airlines Newark — Orlando	15h 18m including layover	Find flight from$321
9:13 pm — 1:48 pm +1 day	9:13 pm — 11:57 pm UA1023 United Airlines Chicago — Washington D.C. 6h 3m stop 6:00 am — 7:31 am UA2669 United Airlines Washington D.C. — Newark 3h 29m stop 11:00 am — 1:48 pm UA1409 United Airlines Newark — Orlando	15h 35m including layover	Find flight from$319

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

*Departure and arrival times are local. Last updated on 09/08/2025

Flight Information

There are 9 flights by United Airlines from Chicago to Orlando every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Orlando Int., Walt Disney World, Herndon.

Departures start from 11:05 am to 9:30 pm. Nonstop flight is 2h 40m. The time difference between Chicago and Orlando is 1h.

The fastest flight 2h 40m
Average flight time 2h 51m
The earliest flight 11:05 am
The latest flight 9:30 pm
Distance 995 ml

The cheapest months for traveling to Orlando are september (from 113 $), august (from 115 $), october (from 118 $).

The most expensive and popular months are march (from 319 $), may (from 159 $), june (from 125 $).

The cheapest flight by United Airlines that our users were able to find is $113. This airfare is economy class on one-way UA2280 flight for September 27, 2025 leaving O'Hare International in Chicago at 7:20 am, 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 Chicago to Orlando:

Other Popular Airlines on the Route

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

Nonstop flights

There are 13 direct flights every day from Chicago. Airlines and fares are below:

F9 - Frontier Airlines

from $471

Find
NK - Spirit Airlines

from $459

Find

See more direct flights

Connecting Flights

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

F9 - Frontier Airlines

from $375

Find
NK - Spirit Airlines

from $404

Find
AS - Alaska Airlines

from $623

Find
PD - Porter Airlines

from $313

Find
AV - Avianca

from $321

Find
WS - WestJet

from $410

Find
AM - Aeromexico

from $459

Find
VB - VivaAerobus

from $651

Find

See more connecting flights

How to book an air ticket yourself?

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