Alaska Airlines Chicago to Orlando Flights

Return flight: Orlando – Chicago

Cheapflightsplus.com will find cheap Alaska Airlines flights from Chicago to Orlando. Compare airline ticket prices and book air tickets starting from $258 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Alaska Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Orlando (FL) by Alaska 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 may: one-way - $258, two-way – $442.
Direct flights
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Below is a detailed 2024 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 Arrival Flight Details Flight Time Price
1:45 pm — 6:19 am
+1 day
1:45 pm — 4:34 pm AS1013 Alaska Airlines
Chicago — Seattle
5h 25m stop
9:59 pm — 6:19 am AS38 Alaska Airlines
Seattle — Orlando
15h 34m
including layover
Find flight
from$469
1:45 pm — 5:35 pm
+1 day
1:45 pm — 4:34 pm AS1013 Alaska Airlines
Chicago — Seattle
16h 15m stop
8:49 am — 5:35 pm AS16 Alaska Airlines
Seattle — Orlando
26h 50m
including layover
Find flight
from$469
2:05 pm — 5:44 am
+1 day
2:05 pm — 4:43 pm AS29 Alaska Airlines
Chicago — Seattle
4h 37m stop
9:20 pm — 5:44 am AS10 Alaska Airlines
Seattle — Orlando
14h 39m
including layover
Find flight
from$301
3:25 pm — 2:49 pm
+1 day
3:25 pm — 6:00 pm AS687 Alaska Airlines
Chicago — Portland
12h 30m stop
6:30 am — 2:49 pm AS782 Alaska Airlines
Portland — Orlando
22h 24m
including layover
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from$258
4:50 pm — 5:33 pm
+1 day
4:50 pm — 7:01 pm AS6933 Alaska Airlines
Chicago — San Diego
14h 49m stop
9:50 am — 5:33 pm AS760 Alaska Airlines
San Diego — Orlando
23h 43m
including layover
Find flight
from$998
5:25 pm — 3:47 pm
+1 day
5:25 pm — 8:16 pm AS1211 Alaska Airlines
Chicago — San Francisco
11h 14m stop
7:30 am — 3:47 pm AS1300 Alaska Airlines
San Francisco — Orlando
21h 22m
including layover
Find flight
from$293
5:40 pm — 5:44 am
+1 day
5:40 pm — 8:18 pm AS51 Alaska Airlines
Chicago — Seattle
1h 2m stop
9:20 pm — 5:44 am AS10 Alaska Airlines
Seattle — Orlando
11h 4m
including layover
Find flight
from$337
6:00 am — 5:44 am
+1 day
6:00 am — 8:35 am AS27 Alaska Airlines
Chicago — Seattle
12h 45m stop
9:20 pm — 5:44 am AS10 Alaska Airlines
Seattle — Orlando
22h 44m
including layover
Find flight
from$258
7:00 pm — 6:50 am
+1 day
7:00 pm — 9:40 pm AS1231 Alaska Airlines
Chicago — Los Angeles
1h 15m stop
10:55 pm — 6:50 am UA2410 United Airlines
Los Angeles — Orlando
10h 50m
including layover
Find flight
from$350
7:40 pm — 4:30 pm
+1 day
7:40 pm — 10:18 pm AS21 Alaska Airlines
Chicago — Seattle
9h 32m stop
7:50 am — 4:30 pm AS16 Alaska Airlines
Seattle — Orlando
19h 50m
including layover
Find flight
from$377
8:00 am — 5:44 am
+1 day
8:00 am — 10:38 am AS23 Alaska Airlines
Chicago — Seattle
10h 42m stop
9:20 pm — 5:44 am AS10 Alaska Airlines
Seattle — Orlando
20h 44m
including layover
Find flight
from$258
8:30 pm — 5:33 pm
+1 day
8:30 pm — 10:41 pm AS6654 Alaska Airlines
Chicago — San Diego
11h 9m stop
9:50 am — 5:33 pm AS760 Alaska Airlines
San Diego — Orlando
20h 3m
including layover
Find flight
from$998
9:45 am — 11:59 pm
9:45 am — 12:35 pm AS329 Alaska Airlines
Chicago — Seattle
3h 5m stop
3:40 pm — 11:59 pm AS420 Alaska Airlines
Seattle — Orlando
13h 14m
including layover
Find flight
from$465
9:45 am — 5:35 pm
+1 day
9:45 am — 12:35 pm AS329 Alaska Airlines
Chicago — Seattle
20h 14m stop
8:49 am — 5:35 pm AS16 Alaska Airlines
Seattle — Orlando
30h 50m
including layover
Find flight
from$469
*Departure and arrival times are local. Last updated on 04/29/2024

Flight Information

There are 25 flights by Alaska 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 1:45 pm to 9:45 am. Nonstop flight is 10h 50m. The time difference between Chicago and Orlando is 1h.

  • The fastest flight 10h 50m
  • Average flight time 21h 26m
  • The earliest flight 1:45 pm
  • The latest flight 9:45 am
  • Distance 995 ml

The cheapest flight by Alaska Airlines that our users were able to find is $258. This airfare is economy class on one-way AS687 flight for October 3, 2018 leaving O'Hare International in Chicago at 3:25 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alaska Airlines there are other 9 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 128 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

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

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How to book an air ticket yourself?

How to book an air 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 airfare.
  • 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.

    To find a plane ticket, please select dates.

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