United Airlines Chicago to Orlando Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Orlando. Compare airline ticket prices and book air tickets starting from $117 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 august: one-way - $117, two-way – $201.

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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 $117. The fastest nonstop flight takes 2h 47m. The fastest connecting flight — 5h 7m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $117 Find flight	7:10 am Chicago O'Hare International	11:04 am Orlando Orlando Int.	2h 54m	United Airlines	UA2280
from $117 Find flight	3:46 pm Chicago O'Hare International	7:37 pm Orlando Orlando Int.	2h 51m	United Airlines	UA2165
from $117 Find flight	5:55 pm Chicago O'Hare International	9:47 pm Orlando Orlando Int.	2h 52m	United Airlines	UA1761
from $119 Find flight	2:01 pm Chicago O'Hare International	6:00 pm Orlando Orlando Int.	2h 59m	United Airlines	UA2201
from $119 Find flight	5:50 pm Chicago O'Hare International	9:46 pm Orlando Orlando Int.	2h 56m	United Airlines	UA2039
from $119 Find flight	6:00 am Chicago O'Hare International	9:47 am Orlando Orlando Int.	2h 47m	United Airlines	UA2387
from $119 Find flight	9:15 am Chicago O'Hare International	1:09 pm Orlando Orlando Int.	2h 54m	United Airlines	UA2323
from $119 Find flight	2:15 pm Chicago O'Hare International	6:06 pm Orlando Orlando Int.	2h 51m	United Airlines	UA2042
from $119 Find flight	10:35 am Chicago O'Hare International	2:27 pm Orlando Orlando Int.	2h 52m	United Airlines	UA2008
from $119 Find flight	5:55 pm Chicago O'Hare International	9:47 pm Orlando Orlando Int.	2h 52m	United Airlines	UA1911
from $127 Find flight	11:02 am Chicago O'Hare International	2:57 pm Orlando Orlando Int.	2h 55m	United Airlines	UA2479
from $137 Find flight	6:00 am Chicago O'Hare International	9:47 am Orlando Orlando Int.	2h 47m	United Airlines	UA1866
from $209 Find flight	7:35 pm Chicago O'Hare International	10:27 am+1 день Orlando Orlando Int.	13h 52m layover 9h 56m - Cleveland	United Airlines	UA1641 UA2636
from $209 Find flight	2:27 pm Chicago O'Hare International	10:27 am+1 день Orlando Orlando Int.	19h 0m layover 15h 9m - Cleveland	United Airlines	UA1160 UA2636
from $245 Find flight	9:25 pm Chicago O'Hare International	2:41 pm+1 день Orlando Orlando Int.	16h 16m layover 11h 4m - Newark	United Airlines	UA396 UA2114
from $282 Find flight	2:39 pm Chicago O'Hare International	0:45 am+1 день Orlando Orlando Int.	9h 6m layover 4h 46m - Washington D.C.	United Airlines	UA587 UA689

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 07/27/2025

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
10:35 am — 2:27 pm	10:35 am — 2:27 pm UA2008 United Airlines Chicago — Orlando	2h 52m	Find flight from$119
11:02 am — 2:57 pm	11:02 am — 2:57 pm UA2479 United Airlines Chicago — Orlando	2h 55m	Find flight from$127
2:01 pm — 6:00 pm	2:01 pm — 6:00 pm UA2201 United Airlines Chicago — Orlando	2h 59m	Find flight from$119
2:15 pm — 6:06 pm	2:15 pm — 6:06 pm UA2042 United Airlines Chicago — Orlando	2h 51m	Find flight from$119
3:46 pm — 7:37 pm	3:46 pm — 7:37 pm UA2165 United Airlines Chicago — Orlando	2h 51m	Find flight from$117
5:50 pm — 9:46 pm	5:50 pm — 9:46 pm UA2039 United Airlines Chicago — Orlando	2h 56m	Find flight from$119
5:55 pm — 9:47 pm	5:55 pm — 9:47 pm UA1761 United Airlines Chicago — Orlando	2h 52m	Find flight from$117
5:55 pm — 9:47 pm	5:55 pm — 9:47 pm UA1911 United Airlines Chicago — Orlando	2h 52m	Find flight from$119
6:00 am — 9:47 am	6:00 am — 9:47 am UA2387 United Airlines Chicago — Orlando	2h 47m	Find flight from$119
6:00 am — 9:47 am	6:00 am — 9:47 am UA1866 United Airlines Chicago — Orlando	2h 47m	Find flight from$137
7:10 am — 11:04 am	7:10 am — 11:04 am UA2280 United Airlines Chicago — Orlando	2h 54m	Find flight from$117
9:15 am — 1:09 pm	9:15 am — 1:09 pm UA2323 United Airlines Chicago — Orlando	2h 54m	Find flight from$119
10:50 am — 7:43 pm	10:50 am — 1:49 pm UA758 United Airlines Chicago — Washington D.C. 3h 26m stop 5:15 pm — 7:43 pm UA2463 United Airlines Washington D.C. — Orlando	7h 53m including layover	Find flight from$251
11:23 am — 7:46 pm	11:23 am — 2:28 pm UA1190 United Airlines Chicago — Washington D.C. 2h 50m stop 5:18 pm — 7:46 pm UA2463 United Airlines Washington D.C. — Orlando	7h 23m including layover	Find flight from$214
12:45 pm — 11:27 pm	12:45 pm — 3:40 pm UA2657 United Airlines Chicago — Houston 4h 18m stop 7:58 pm — 11:27 pm UA1528 United Airlines Houston — Orlando	9h 42m including layover	Find flight from$272
12:50 pm — 7:51 pm	12:50 pm — 3:52 pm UA1377 United Airlines Chicago — Washington D.C. 1h 38m stop 5:30 pm — 7:51 pm UA2463 United Airlines Washington D.C. — Orlando	6h 1m including layover	Find flight from$254
1:04 pm — 7:46 pm	1:04 pm — 4:09 pm UA1113 United Airlines Chicago — Washington D.C. 1h 9m stop 5:18 pm — 7:46 pm UA2463 United Airlines Washington D.C. — Orlando	5h 42m including layover	Find flight from$222
1:05 pm — 7:43 pm	1:05 pm — 4:10 pm UA2337 United Airlines Chicago — Washington D.C. 1h 5m stop 5:15 pm — 7:43 pm UA2463 United Airlines Washington D.C. — Orlando	5h 38m including layover	Find flight from$254
3:40 pm — 11:57 pm	3:40 pm — 7:14 pm UA2133 United Airlines Chicago — Newark 1h 49m stop 9:03 pm — 11:57 pm UA212 United Airlines Newark — Orlando	7h 17m including layover	Find flight from$293
4:07 pm — 11:27 pm	4:04 pm — 7:02 pm UA1124 United Airlines Chicago — Houston 53m stop 7:52 pm — 11:27 pm UA1528 United Airlines Houston — Orlando	6h 20m including layover	Find flight from$290
4:20 pm — 5:36 am +1 day	4:20 pm — 6:12 pm UA1801 United Airlines Chicago — Denver 5h 47m stop 11:59 pm — 5:36 am UA519 United Airlines Denver — Orlando	12h 16m including layover	Find flight from$284
7:35 pm — 10:27 am +1 day	7:35 pm — 10:04 pm UA1641 United Airlines Chicago — Cleveland 9h 56m stop 8:00 am — 10:27 am UA2636 United Airlines Cleveland — Orlando	13h 52m including layover	Find flight from$209
8:50 am — 2:57 pm	8:52 am — 11:55 am UA2029 United Airlines Chicago — Washington D.C. 40m stop 12:40 pm — 3:04 pm UA2206 United Airlines Washington D.C. — Orlando	5h 7m including layover	Find flight from$251
8:52 am — 5:59 pm	8:52 am — 11:55 am UA2029 United Airlines Chicago — Washington D.C. 3h 40m stop 3:35 pm — 5:59 pm UA2355 United Airlines Washington D.C. — Orlando	8h 7m including layover	Find flight from$214
9:25 pm — 2:41 pm +1 day	9:25 pm — 0:46 am UA396 United Airlines Chicago — Newark 11h 4m stop 11:55 am — 2:46 pm UA2114 United Airlines Newark — Orlando	16h 16m including layover	Find flight from$245

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

*Departure and arrival times are local. Last updated on 07/27/2025

Flight Information

There are 12 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 10:35 am to 9:50 pm. Nonstop flight is 2h 47m. The time difference between Chicago and Orlando is 1h.

The fastest flight 2h 47m
Average flight time 2h 52m
The earliest flight 10:35 am
The latest flight 9:50 pm
Distance 995 ml

The cheapest months for traveling to Orlando are september (from 117 $), august (from 119 $), october (from 122 $).

The most expensive and popular months are december (from 396 $), may (from 164 $), june (from 129 $).

The cheapest flight by United Airlines that our users were able to find is $117. This airfare is economy class on one-way UA2280 flight for September 27, 2025 leaving O'Hare International in Chicago at 7:10 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 7 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 23 direct flights every day from Chicago. Airlines and fares are below:

F9 - Frontier Airlines

from $64

Find
NK - Spirit Airlines

from $51

Find

See more direct flights

Connecting Flights

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

F9 - Frontier Airlines

from $70

Find
NK - Spirit Airlines

from $67

Find
AS - Alaska Airlines

from $239

Find
SY - Sun Country Airlines

from $147

Find
HA - Hawaiian Airlines

from $230

Find
LF - flynordic

from $182

Find
G4 - Allegiant Air

from $103

Find

See more connecting flights

How to book an air ticket yourself?

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