$152 Find Cheap Flights from Alberta to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Alberta to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Alberta to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Alberta to Chicago

Fri, Oct 30 - Mon, Nov 2
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 6:15 pm
ORD
-
YYC
4h 55mnonstop
$252WestJet
Fri, Sep 11 - Sun, Sep 20
American Airlines Logo
7:00 am - 11:29 am
YYC
-
ORD
3h 29mnonstop
American Airlines Logo
8:30 pm - 11:29 pm
ORD
-
YYC
3h 59mnonstop
$265American Airlines
Tue, Aug 25 - Sat, Sep 5
Air Canada Logo
6:00 am - 2:44 pm
YYC
-
ORD
7h 44m
1 stop
Air Canada Logo
3:40 pm - 11:32 pm
ORD
-
YYC
8h 52m
1 stop
$283Air Canada
Thu, Aug 27 - Sat, Sep 5
Air Canada Logo
6:30 am - 4:57 pm
YYC
-
ORD
9h 27m
1 stop
Air Canada Logo
3:40 pm - 11:32 pm
ORD
-
YYC
8h 52m
1 stop
$288Air Canada
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
12:30 pm - 5:05 pm
YYC
-
ORD
3h 35mnonstop
United Airlines Logo
8:40 am - 11:28 am
ORD
-
YYC
3h 48mnonstop
$290United Airlines
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
12:30 pm - 5:05 pm
YYC
-
ORD
3h 35mnonstop
United Airlines Logo
4:20 pm - 9:48 pm
ORD
-
YYC
6h 28m
1 stop
$291United Airlines
Wed, Oct 21 - Sat, Oct 24
Delta Logo
7:45 am - 10:10 pm
YYC
-
MDW
13h 25m
2 stops
Delta Logo
12:30 pm - 8:54 pm
MDW
-
YYC
9h 24m
1 stop
$294Delta
Wed, Oct 21 - Sat, Oct 24
Delta Logo
7:45 am - 4:50 pm
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 pm - 11:13 pm
MDW
-
YYC
11h 43m
2 stops
$295Delta
Tue, Jul 7 - Thu, Jul 30
Multiple Airlines Logo
11:50 pm - 2:35 pm
YEG
-
MDW
13h 45m
1 stop
Multiple Airlines Logo
3:20 pm - 8:30 am
MDW
-
YEG
18h 10m
1 stop
$545Multiple Airlines
Wed, Jul 8 - Thu, Jul 30
Multiple Airlines Logo
11:25 pm - 2:35 pm
YEG
-
MDW
14h 10m
1 stop
Multiple Airlines Logo
3:20 pm - 8:30 am
MDW
-
YEG
18h 10m
1 stop
$546Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$152
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 30% increase in price.
Flight from Calgary to Chicago O'Hare Airport

FAQs for booking flights from Alberta to Chicago

  • How does KAYAK find such low prices on flights from Alberta to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Alberta to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Alberta to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Alberta is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Alberta to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Alberta with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Alberta to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Alberta up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Munster
Chesterton
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Alberta

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $1,142
Business Class flights to Chicagofrom $380
Premium Economy Class flights to Chicagofrom $359
Economy Class flights to Chicagofrom $158