'How To Get The Best Deal' Guides

Friday, December 6th 2019

"I'm a travel junkie who's hooked on deals from YYC." - Chris Myden


Tagged Pages Archive | American Airlines

2019
2
December
Calgary to Chicago, Illinois - $204 CAD roundtrip | non-stop flights (new record!)

Chicago

American Airlines has dropped the price of their flights from Calgary to Chicago, Illinois down to $204 CAD roundtrip including taxes.

The flights are non-stop each way.

This is a new record for the cheapest flights from Calgary to Chicago.

Great deals to Chicago are very rare.

Update @ 9 AM MST - The April 2020 dates have sold out.

Update 11/16 - Many dates have sold out by this point. Scroll down to the bottom of the blog post for an update on dates that are still available.

Update 11/19 - By this point, only single seats seem to be available. Scroll down to the bottom of the blog post for another update on dates that are still available.

Update 11/27 - United Airlines is now showing non-stop flights from Calgary to Chicago for $255 CAD roundtrip in December 2019 and January, February, April, early May 2020. Scroll down to the bottom of this blog post for the update.

Availability for travel

mostly November and the first half of December 2019

and a few in 2020

How to find and book this deal

1. Go to Flighthub

2. Search for a flight from Calgary (YYC) to Chicago (ORD)

Try one of the following date combinations:

Nov 16 to Nov 19
Nov 17, 18 to Nov 19, 24, 25, 26
Nov 19, 20 to Nov 24, 25, 26, 29, 30
Nov 21, 22 to Nov 25, 26, 29, 30

Nov 23, 24 to Nov 25, 26, 29, 30
Nov 25, 26 to Nov 29, 30, Dec 3, 4, 6
Nov 27 to Nov 29, 30, Dec 3, 4, 6

Dec 2, 3, 4 to Dec 4, 6, 10
Dec 5, 6, 7, 8 to Dec 10

[2020]

Jan 9, 10 to Jan 14

Apr 1, 2 to Apr 7

screenshot from Flighthub



Update 11/16 - Many dates have sold out by this point. Here is an update on dates that are still available....

1. Go to Flighthub

2. Search for a flight from Calgary (YYC) to Chicago (ORD)

Try one of the following date combinations:

Nov 17, 18, 19, 20 to Nov 30
Nov 21, 22, 23 to Nov 30
Nov 24, 25, 26, 27 to Nov 30, Dec 2, 3, 4

Note: The Nov 30 and Dec 4 return dates currently have multiple seats available. The Dec 3 return date only has 1 seat available.

[2020]

Jan 9 to Jan 14 -- 1 seat

Sep 30 to Oct 2 -- 1 seat

Oct 7 to Oct 9 -- 1 seat

screenshot from Flighthub



Update 11/19 - By this point, only single seats appear to be available. Here is an update on dates that are still available, along with some new dates....

1. Go to Flighthub

2. Search for a flight from Calgary (YYC) to Chicago (ORD)

Try one of the following date combinations:

Nov 20, 21, 22 to Nov 24, 25, 26, 27
Nov 23 to Nov 25, 26, 27, Dec 2, 4
Nov 24 to Nov 26, 27, Dec 2, 4
Nov 26, 27 to Dec 2, 4

screenshot from Flighthub



Update 11/27 - United Airlines is now showing non-stop flights from Calgary to Chicago for $255 CAD roundtrip in December 2019 and January, February, April, early May 2020

1. Try the following Google Flights search:

Google Flights: Calgary to Chicago (non-stop)

2. Click on the departure date box to open up the calendar view and browse for cheap date combinations

- look for the dates that are $256 CAD roundtrip.

- the April and early May dates are the most desirable, and likely to sell out first. Here is a list of the April / May dates currently available...

Apr 1 to Apr 7, 8, 9, 10
Apr 2, 3 to Apr 7, 8 10
Apr 7 to Apr 10, 15, 16
Apr 10 to Apr 15 -- over Easter, try Flighthub.

Apr 14 to Apr 16, 22, 29, 30
Apr 15, 17 to Apr 22
Apr 21 to Apr 28, 29, 30

Apr 22 to Apr 28, 29, 30
Apr 28, 29 to Apr 30, May 5

May 1 to May 5
May 5, 6 to May 12

screenshot from United Airlines



Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.

Click here for tips on how to never miss a deal again.





Join us in the YYC Deals Facebook Group

For live discussion of this deal, or to get some amazing travel advice (about anywhere) from your 43,700 fellow passengers in Calgary, join us in the:
YYC Deals Facebook Group.
^^^ click the 'Join Group' button when you arrive.

Hit Like if you like this deal! Click Share to show your friends on Facebook.



2019
15
July
Calgary to Reykjavik, Iceland - $447 CAD roundtrip including taxes

Waterfall in Iceland

Read more



2018
8
December
Calgary to Reykjavik, Iceland - $397 to $437 CAD roundtrip | September flights

Iceland

Read more



2018
29
November
Calgary to Reykjavik, Iceland - $441 CAD roundtrip | October flights (over Thanksgiving)

Iceland

Read more



2016
31
March
Calgary to San Jose, Costa Rica - $360 CAD roundtrip including taxes | new record!

A toucan in Costa Rica

Read more



2015
25
August
Calgary to Phoenix, Arizona - $266 CAD roundtrip including taxes | non-stop flights

Horseshoe Bend, Arizona

Read more



2015
22
March
Calgary to Sao Paulo, Brazil - $785 roundtrip including taxes

Sao Paulo, Brazil

Read more



2013
11
April
Calgary to Argentina | How To Get The Best Flight Deals


Guides >> South America >> Flights from Calgary to Argentina

Read more



2013
26
February
Calgary to San Diego | Getting A Deal On Vacation Packages


Guides >> North America >> California >> Vacation Packages from Calgary to San Diego

Read more



2013
20
February
Calgary to Houston | How To Get The Best Flight Deals


Guides >> United States >> Texas >> Flights from Calgary to Houston

Read more



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