2020
11
February
Calgary to Chicago, Illinois - $199 CAD roundtrip | non-stop flights (single seats)
11
February
American Airlines continues to occasionally show some extremely cheap non-stop flights from Calgary to Chicago.
In this case, they have dropped them down to $149 USD roundtrip, which works out to $199 CAD roundtrip.
But it also appears that most dates have single seats only. Meaning, if you search for 1 passenger, the cheap price will show up. If you search for 2 or more, it will not. I haven't tried every date combination though.
At the same time, Air Canada has dropped the price of their 1-stop flights from Calgary to Chicago down to $214 CAD roundtrip with availability in every month of 2020. But with these flights, it takes 7-9 hours to get to Chicago, versus 4 hours with a non-stop flight.
I've posted an update below with instructions on how to find the 1-stop flights.
Availability for travel
October, November 2020
How to find and book this deal
1. Go to Kayak ($USD currency version)
2. Search for a flight from Calgary (YYC) to Chicago (ORD)
- Try one of the following date combinations:
Oct 21, 22 to Oct 24, 25
Oct 26 to Nov 4
Oct 29, 31 to Nov 4
Nov 1 to Nov 7
Nov 24 to Nov 27
NOTE: This is the $USD currency version of Kayak
The price should show up as $149 USD which will work out to $199 CAD roundtrip including taxes when booked with a Canadian credit card, including the typical 2.5% foreign exchange fee.
If you use a credit card that does not charge foreign exchange fees, it will be even cheaper.
Air Canada has also dropped the price of their 1-stop flights from Calgary to Chicago down to $214 CAD roundtrip with availability in every month of 2020
1. Try a Google Flights search like this one...
Google Flights: Calgary to Chicago
- click on the departure date box and browse for cheap date combinations
- look for the dates that are around $236 roundtrip.
- if you try to book these through Google Flights you may notice that the price jumps up. Instead, what you want to do is...
2. Go to Flighthub
3. Search for a flight from Calgary (YYC) to Chicago (ORD)
- Try the same dates you found on Google Flights
- After your Flighthub search completes you may want to click on the '1-stop only' filter on the left hand side.
screenshot from Kayak ($USD currency version)
screenshot from Flighthub
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