'How To Get The Best Deal' Guides

Monday, December 23rd 2024

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


Tagged Pages Archive | Illinois

2023
4
August
Calgary to Chicago - $264 to $284 CAD roundtrip including taxes [Nonstop Flights]

Chicago, Illinois

WestJet has dropped the price of their September flights from Calgary to Chicago down to $305 CAD roundtrip including taxes.

The flights are nonstop both ways.

UPDATE - United Airlines is still showing flights in October and early November for $272 CAD roundtrip.

Availability for travel

September, October, November 2023

How to find and book this deal

1. Start with 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.

- Adjust the trip length at the bottom.

- Look for the dates that are $301-$312 roundtrip

2. Go to FlightHub or Skyscanner

- Try the same dates you found on Google Flights.

screenshot from FlightHub



screenshot from Kiwi



screenshot from Skyscanner



Sign up for YYC Deals Alerts from Calgary

Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter.

Travellers from Calgary also often sign up for alerts from Edmonton and Vancouver.

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 50,000 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.



2023
14
July
Calgary to Austin, Detroit, Chicago, or Washington DC - $249 to $288 CAD roundtrip including taxes [New Record]

Washington, D.C.

Read more



2020
6
April
Calgary to Chicago, Illinois - $214 to $254 CAD roundtrip | non-stop flights (June 2020 to Feb 2021)

Chicago

Read more



2020
11
February
Calgary to Chicago, Illinois - $199 CAD roundtrip | non-stop flights (single seats)

Chicago

Read more



2020
5
February
Calgary to Chicago, Illinois - $204 to $227 CAD roundtrip | non-stop flights (new record!)

Chicago

Read more



2018
10
July
3-in-1 trip: Calgary to Chicago, Puerto Rico, *and* New York City - $452 including taxes

Chicago, Puerto Rico, and New York City

Read more



2018
10
May
2-in-1 trip: Calgary to Chicago and Mazatlan, Mexico - $346 CAD roundtrip including taxes

Chicago and Mazatlan, Mexico

Read more



2014
12
March
Crazy day! Cheap flights to Maui, San Francisco, Chicago, New York

Maui, Hawaii

Read more



2013
29
May
Calgary to Chicago | $330 roundtrip after taxes

Chicago

Read more



2013
20
March
Calgary to New York City | $354 roundtrip after taxes

New York City

Read more



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