Tagged Pages Archive | Chicago
2024
20
February
Calgary to Chicago, Illinois - $263 CAD roundtrip including taxes [Nonstop Flights]
20
February
WestJet has dropped the price of a few of their May 2024 flights from Calgary to Chicago, Illinois down to $263 CAD roundtrip including taxes.
The flights are nonstop both ways.
UPDATE - A few May dates are available.
Availability for travel
May, June 2024
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 $282 to $314 roundtrip
2. Go to Kayak or Skyscanner
3. Search for a flight from Calgary (YYC) to Chicago (ORD)
- Try the same dates you found on Google Flights.
[WestJet flights]
May 23 to May 26, 28, 30 -- weekend flights
May 26 to May 28, 30
Hotel Deals in Chicago
Places to stay in Chicago with great reviews start at around $125 CAD per night.
Try this search on Kayak
You can sort by price near the top of the results.
screenshot from Kayak
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
4
August
Calgary to Chicago - $264 to $284 CAD roundtrip including taxes [Nonstop Flights]
4
August
2023
14
July
Calgary to Austin, Detroit, Chicago, or Washington DC - $249 to $288 CAD roundtrip including taxes [New Record]
14
July
2020
6
April
Calgary to Chicago, Illinois - $214 to $254 CAD roundtrip | non-stop flights (June 2020 to Feb 2021)
6
April
2020
11
February
Calgary to Chicago, Illinois - $199 CAD roundtrip | non-stop flights (single seats)
11
February
2020
5
February
Calgary to Chicago, Illinois - $204 to $227 CAD roundtrip | non-stop flights (new record!)
5
February
2018
10
July
3-in-1 trip: Calgary to Chicago, Puerto Rico, *and* New York City - $452 including taxes
10
July
2018
10
May
2-in-1 trip: Calgary to Chicago and Mazatlan, Mexico - $346 CAD roundtrip including taxes
10
May
2014
12
March
Crazy day! Cheap flights to Maui, San Francisco, Chicago, New York
12
March
2013
29
May
Calgary to Chicago | $330 roundtrip after taxes
29
May