'How To Get The Best Deal' Guides

Saturday, December 21st 2024

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


Tagged Pages Archive | Chicago

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

Chicago

There's some pretty cheap direct flights (non-stop) from Calgary to Chicago on WestJet in June at the moment.

Try this search on Google Flights Explorer to see which date combinations are available:

https://www.google.ca/flights/explore/#explore;f=YYC;t=ORD,MDW;li=3;lx=5;d=2013-05-29

When you click through to WestJet's site for booking, the price verifies on WestJet.com.

Screenshot:


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

New York City

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2012
5
April
Calgary to Chicago - $291 roundtrip after taxes!

The WestJet Blue Tag Thursday deals have been kind of ho-hum lately, but they dropped a *really* exciting one today! I believe this is as cheap as I've ever seen to Chicago from Calgary. Ever.

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2011
12
September
Kalispell to Chicago - $200 roundtrip after taxes - any date

While I do watch for interesting fares out of Montana, the truth is that it's pretty rare to see one that's worth the drive. Allegiant Air has cheap flights to Vegas, but on the major airlines, prices from Montana aren't usually significantly better to warrant the 5 hour drive from Calgary. We're not like Toronto where we can hop across the border to Buffalo. Flying out of the U.S. for us is a significant investment of time.

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2011
28
June
The 'United or AA has dropped their last minute flights to Chicago' thread

American Airlines just dropped another one of those cheap flights to Chicago. Try July 2 to 4 on AA.com - $335 roundtrip after tax, direct each way.

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2011
19
May
Last minute May long weekend idea? There's a flight to Chicago for $334 after tax.

If anyone's looking for a last minute May long weekend idea, there's a flight on American Airlines to Chicago for $334 roundtrip after tax.

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2011
20
April
Another cheap last minuter to Chicago - $341 roundtrip after tax

UPDATE @ 8:05 AM - This AA price has now sold out, but interestingly enough, Delta has matched it, but into Chicago's other airport (MDW).

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2011
9
March
Last minute flight from Calgary to Chicago - $336 roundtrip after tax - direct

If you've ever tried to fly to Chicago from Calgary, you know it's an expensive city to get to. You're usually lucky if you can find something for around $550-$650 roundtrip after tax. And around $700ish for anything direct.

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2010
7
August
Calgary to Chicago - $400 roundtrip after tax

Chicago doesn't go on sale all that often, it usually hovers around $550-$700 roundtrip after tax.

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