United Airlines Chicago to Orlando Flights
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
Cheap Flights from Chicago to Orlando by United Airlines
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $117 | 7:10 am Chicago O'Hare International | 11:04 am Orlando Orlando Int. | 2h 54m | United Airlines | UA2280 |
from $117 | 3:46 pm Chicago O'Hare International | 7:37 pm Orlando Orlando Int. | 2h 51m | United Airlines | UA2165 |
from $117 | 5:55 pm Chicago O'Hare International | 9:47 pm Orlando Orlando Int. | 2h 52m | United Airlines | UA1761 |
from $118 | 2:01 pm Chicago O'Hare International | 6:00 pm Orlando Orlando Int. | 2h 59m | United Airlines | UA2201 |
from $118 | 5:50 pm Chicago O'Hare International | 9:46 pm Orlando Orlando Int. | 2h 56m | United Airlines | UA2039 |
from $118 | 6:00 am Chicago O'Hare International | 9:47 am Orlando Orlando Int. | 2h 47m | United Airlines | UA2387 |
from $118 | 9:15 am Chicago O'Hare International | 1:09 pm Orlando Orlando Int. | 2h 54m | United Airlines | UA2323 |
from $118 | 2:15 pm Chicago O'Hare International | 6:06 pm Orlando Orlando Int. | 2h 51m | United Airlines | UA2042 |
from $118 | 10:35 am Chicago O'Hare International | 2:27 pm Orlando Orlando Int. | 2h 52m | United Airlines | UA2008 |
from $118 | 5:55 pm Chicago O'Hare International | 9:47 pm Orlando Orlando Int. | 2h 52m | United Airlines | UA1911 |
from $127 | 11:02 am Chicago O'Hare International | 2:57 pm Orlando Orlando Int. | 2h 55m | United Airlines | UA2479 |
from $208 | 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 $208 | 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 $250 | 5:55 pm Chicago O'Hare International | 0:45 am+1 день Orlando Orlando Int. | 5h 50m layover 1h 28m - Washington D.C. | United Airlines | UA2677 UA689 |
from $250 | 8:50 am Chicago O'Hare International | 2:57 pm Orlando Orlando Int. | 5h 7m layover 0h 40m - Washington D.C. | United Airlines | UA2029 UA2206 |
from $288 | 7:10 am Chicago O'Hare International | 5:02 pm Orlando Orlando Int. | 8h 52m layover 3h 45m - Newark | United Airlines | UA563 UA1213 |
United Airlines Flight Schedule Chicago to Orlando
Departure | Arrival | 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$118 |
|
11:02 am — 2:57 pm
|
11:02 am — 2:57 pm
UA2479
United Airlines
Chicago — Orlando
|
2h 55m |
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from$127 |
|
2:01 pm — 6:00 pm
|
2:01 pm — 6:00 pm
UA2201
United Airlines
Chicago — Orlando
|
2h 59m |
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from$118 |
|
2:15 pm — 6:06 pm
|
2:15 pm — 6:06 pm
UA2042
United Airlines
Chicago — Orlando
|
2h 51m |
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from$118 |
|
3:46 pm — 7:37 pm
|
3:46 pm — 7:37 pm
UA2165
United Airlines
Chicago — Orlando
|
2h 51m |
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from$117 |
|
5:50 pm — 9:46 pm
|
5:50 pm — 9:46 pm
UA2039
United Airlines
Chicago — Orlando
|
2h 56m |
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from$118 |
|
5:55 pm — 9:47 pm
|
5:55 pm — 9:47 pm
UA1761
United Airlines
Chicago — Orlando
|
2h 52m |
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from$117 |
|
5:55 pm — 9:47 pm
|
5:55 pm — 9:47 pm
UA1911
United Airlines
Chicago — Orlando
|
2h 52m |
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from$118 |
|
6:00 am — 9:47 am
|
6:00 am — 9:47 am
UA2387
United Airlines
Chicago — Orlando
|
2h 47m |
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from$118 |
|
7:10 am — 11:04 am
|
7:10 am — 11:04 am
UA2280
United Airlines
Chicago — Orlando
|
2h 54m |
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from$117 |
|
9:15 am — 1:09 pm
|
9:15 am — 1:09 pm
UA2323
United Airlines
Chicago — Orlando
|
2h 54m |
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from$118 |
|
10:43 am — 7:51 pm
|
10:43 am — 1:49 pm
UA1030
United Airlines
Chicago — Washington D.C.
3h 41m stop
5:30 pm — 7:51 pm
UA2463
United Airlines
Washington D.C. — Orlando
|
8h 8m including layover |
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from$250 |
|
11:46 am — 7:00 pm
|
11:46 am — 3:12 pm
UA1205
United Airlines
Chicago — Newark
52m stop
4:04 pm — 7:00 pm
UA1205
United Airlines
Newark — Orlando
|
6h 14m including layover |
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from$261 |
|
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
UA1352
United Airlines
Houston — Orlando
|
9h 42m including layover |
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from$279 |
|
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 |
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from$253 |
|
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 |
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from$253 |
|
1:05 pm — 7:43 pm
|
1:05 pm — 4:10 pm
UA1140
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 |
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from$264 |
|
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 |
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from$292 |
|
4:07 pm — 11:27 pm
|
4:07 pm — 7:05 pm
UA1124
United Airlines
Chicago — Houston
53m stop
7:58 pm — 11:27 pm
UA1352
United Airlines
Houston — Orlando
|
6h 20m including layover |
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from$302 |
|
6:00 am — 5:02 pm
|
6:00 am — 9:15 am
UA1658
United Airlines
Chicago — Newark
4h 57m stop
2:50 pm — 5:41 pm
UA1213
United Airlines
Newark — Orlando
|
10h 2m including layover |
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from$271 |
|
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 |
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from$208 |
|
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 |
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from$250 |
|
8:52 am — 3:05 pm
|
8:52 am — 11:55 am
UA2277
United Airlines
Chicago — Washington D.C.
45m stop
12:40 pm — 3:05 pm
UA2206
United Airlines
Washington D.C. — Orlando
|
5h 13m including layover |
Find flight
from$252 |
|
9:50 pm — 10:52 am
+1 day
|
9:50 pm — 0:40 am
UA1291
United Airlines
Chicago — Houston
6h 40m stop
7:20 am — 10:52 am
UA2245
United Airlines
Houston — Orlando
|
12h 2m including layover |
Find flight
from$265 |
Flight Information
There are 11 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 118 $), october (from 122 $).
The most expensive and popular months are may (from 164 $), june (from 129 $), july (from 127 $).
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.
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 20 direct flights every day from Chicago. Airlines and fares are below:
- from $64Find
- from $51Find
Connecting Flights
List of flights with layovers (1 and more stops):
- from $69Find
- from $85Find
- AS - Alaska Airlinesfrom $238Find
- SY - Sun Country Airlinesfrom $168Find
- HA - Hawaiian Airlinesfrom $229Find
- LF - flynordicfrom $243Find
- G4 - Allegiant Airfrom $106Find
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