2020
5
February
Calgary to Chicago, Illinois - $204 to $227 CAD roundtrip | non-stop flights (new record!)
5
February
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 2/4 - United Airlines is still showing a few non-stop flights from Calgary to Chicago in October and November 2020 for $203 CAD roundtrip. Try the following dates on Flighthub ...
Nov 24, 25 to Nov 27, 28 -- new!
Availability for travel
mostly November and the first half of December 2019
January, February, March, April, early May, October, November 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
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
Update 12/16 - United Airlines is still showing non-stop flights from Calgary to Chicago for $244 CAD roundtrip in December 2019 and January, February 2020. There are currently dates over the Christmas holidays and New Year's Eve available.
1. Try the following Google Flights search:
Google Flights: Calgary to Chicago
- Click on the departure date box to open up the calendar view and browse for cheap date combinations
- Look for the dates that are $245 to $253 CAD roundtrip.
2. Go to Flighthub
- Search for a flight from Calgary (YYC) to Chicago (ORD)
- Use the same dates you found on Google Flights. The price will be cheaper on Flighthub.
screenshot from Flighthub
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.
 |
|
|
People That Liked This Page Also Liked:
|
You may also want to check out pages that were tagged with: |
Be The First To Know About The Next Amazing Deal!
Head to the YYC Deals Alerts Page where you can choose to be notified by e-mail, Facebook, Twitter, or RSS Feed the moment an amazing travel deal from Calgary is found.Setting up alerts allows you to be one of the first to see a new deal, before it sells out.
And don't worry, alerts are only sent when it's truly an amazing deal.
Like Our Site? Follow Us!
|
Comments from Facebookers
Comments from Everyone Else
12 Responses to "Calgary to Chicago, Illinois - $204 to $227 CAD roundtrip | non-stop flights (new record!)"
Comments are automatically closed 30 days after the post is made.
Join The YYC Deals Facebook GroupWhat happens when over 70,000 people from Calgary...
* crowdsource the best deals from YYC?
* offer up their unbiased travel advice?
Join the group and find out!
(click 'Join Group' when you arrive)
Sites
Booked this great deal. Been awhile since I've taken advantage of the deals. Thanks,
Booked, but tried to book for my sister right after mine and it was all gone for next weekend :( Such a great deal!!
Booked for April; $219. Great deal.
Have fun in Chicago! Great city to visit. I would go back just for the true deep dish pizza :)
Booked the flight Nov 27 to Nov 30 for my husband and I. Great deal! Thank you.
Was able to book for April but by the time we figured out a bunch of moving parts regarding family etc. the flight had jumped from $300 to $397 (within like an hour) but it is still a great deal. We have family near Chicago and last time we flew there I think we paid almost $2K.
Chicago never goes on sale any more. Looking back through the history, the last time there was a great deal from YYC to Chicago was 2014 ! ($279 CAD roundtrip with Westjet, which was a new record at the time).
Next weekend is now up to $357. Missed booking the deal.
Flights have gone up but some dates are still available for $300
My wife scored two tickets this morning for $204.17 each, for the end of this month. Chicago here we come! Thanks Chris!
Booked 2 tickets for 430$. Amazing! Thank you for everything you do for us budget travelers!
No problem Jakob, glad it helped. Have fun!