'How To Get The Best Deal' Guides

Sunday, September 14th 2025

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


Tagged Pages Archive | Flight Deals

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.

But today, Delta dropped the price of their flights to Chicago by more than 70%, in one of those across the board drops affecting virtually every date in the calendar. Considering that flights from Calgary to Chicago tend to hover around $600ish or more, it could be worth the drive for some.


When one of these unadvertised, across the board drops happens, I always like to check around Christmas first, which are usually the last dates any airline ever wants to drop in price.

Example search around Christmas:

https://www.kayak.com/flights/#fca-CHI/2011-12-21-flexible/2011-12-28-flexible

screenshot:


Another interesting one would be for the 2012 Lollapalooza festival held the first week of August in Chicago. Likely to be held August 3-5 in 2012.

Here's an example of that search:

https://www.kayak.com/flights/#FCA-CHI/2012-08-03-flexible/2012-08-05-flexible

The price from Calgary? $763.

Basically try any date you want for the upcoming year. How long will it last? As you know by now if you're following my posts, it's impossible to say.

Anyways, I realize road-tripping it to Montana for a flight is not for everyone, which is why I would only ever post when something really interesting catches my eye. It could be useful for a group of friends or family that wants to combine it with a road-trip to Montana, or Calgarians that have a vacation property down there.

Hit Like if you like this deal! Click Share to show your friends on Facebook.



2011
7
September
Calgary to New York City - $416 roundtrip after taxes - throughout schedule

UPDATE: September 9th - Take this blog post, and substitute the city of New York for Philadelphia (PHL) and Charlotte (CLT) on United. They've dropped their prices to those cities down to about $340 roundtrip after taxes, across the board, throughout 2011 and 2012.

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2011
6
September
Calgary to Munich for Oktoberfest? - $598 roundtrip after taxes

Air Transat just dropped the price of their September 14-22 flight from Calgary to Munich, Germany down to $598 roundtrip after taxes (about 56% cheaper than the next cheapest airline, British Airways).

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2011
24
August
Labour Day in Mexico? Calgary to Los Cabos, Mexico - $213 roundtrip after taxes

September 3 to 10 from Calgary to Los Cabos, Mexico (SJD) has dropped to $213 roundtrip after taxes. The next cheapest flights are around $550 so it's a true 62% discount.

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2011
17
August
Another Asian city price drop - Seoul, South Korea now at $795 roundtrip after tax

If you've been following my posts lately you know that prices to plenty of major cities in Asia have been dropping like a rock. The focus seems to be on fares up to end of October/early November.

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2011
16
August
Wow, Thailand and Vietnam have gone sub $900 roundtrip after tax

You might remember last week I was excited when flights to Thailand and Vietnam went under $1000 roundtrip after tax.

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2011
12
August
KLM is having a flash sale to Denmark, Turkey, Sweden, Poland - $895 roundtrip after tax + free stopover in Amsterdam

https://www.ydeals.com/forums/topic/6474-klm-flash-fares-to-europe-expires-august-16/

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2011
10
August
Thailand, Vietnam, and Indonesia are all under $1000 roundtrip after tax at the moment

Those $750 flights to Taiwan, which are incredibly, still hanging around, kind of overshadowed some other amazing prices to SE Asia that are currently available.

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2011
10
August
Calgary to Miami - $381 roundtrip after tax - throughout winter

Update August 10th: As of 10:50 AM, United has put their winter flight prices to Miami back up to around $700. Unfortunately this one wasn't around for very long during waking hours, it dropped late last night.

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2011
27
July
Calgary to Taiwan - $752 roundtrip after tax

Update: August 5th - Amazingly, these cheap fares to Taiwan seem to still be kicking around. In fact, there seems to be some on Delta that are slightly cheaper. September 8 to 19 for example is down to $735...

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