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Vancouver Deals Blog
Tagged Pages Archive | Chicago
2025
31
July
Vancouver to Chicago - $271 CAD roundtrip including taxes [Nonstop Flights]
31
July
American Airlines and United Airlines have both dropped the price of their flights from Vancouver to Chicago down to $271 CAD roundtrip including taxes.
The flights are nonstop both ways.
Note that this is the standard Economy price, which includes carry-on luggage. You can also book these for $151 CAD roundtrip without carry-on.
Availability for travel
Late August, September, October 2025
How to find and book this deal
1. Start with the following Google Flights search:
Google Flights: Vancouver to Chicago
- Click on the departure date box to open up the calendar view.
- Browse for the cheapest dates by adjusting the trip length at the bottom.
- Look for the dates that are $271 roundtrip
2. Go to FlightHub or Kayak or Skyscanner
3. Search for a flight from Vancouver (YVR) to Chicago (ORD)
- Try the same dates you found on Google Flights.
Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.
Click here for tips on how to never miss a deal again.
screenshot from FlightHub
Sign up for YVR Deals Alerts from Vancouver
Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter.
Travellers from Vancouver also often sign up for alerts from Calgary and Toronto.
Join us in the YVR Deals Facebook Group
For live discussion of this deal, or to get some amazing travel advice (about anywhere) from your 107,000 fellow passengers in Vancouver, join us in the
YVR 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.
2021
7
December
Seattle to New York City, Boston, or Chicago - $169 CAD roundtrip including taxes [nonstop flights]
7
December
2020
26
August
Vancouver to Chicago - $243 CAD roundtrip | non-stop flights [ Sep 2020 to June 2021]
26
August
2018
10
July
3-in-1 trip: Vancouver to Chicago, Puerto Rico, *and* New York City - $468 including taxes
10
July
2016
13
April
Victoria, BC to a variety of U.S. destinations - $222 to $330 CAD roundtrip including taxes
13
April
2012
27
November
Crazy unadvertised Delta deals are back! Chicago included this time - from $323 roundtrip after taxes
27
November
2012
1
May
New record for Vancouver to Chicago - $275 roundtrip after taxes
1
May
For those who might have missed the crazy prices to Chicago back in early April, Westjet is at it again, only ever so slightly cheaper this time...
Read more
2012
5
April
Vancouver to Chicago - $319 roundtrip after taxes
5
April
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 Vancouver. Ever.
Read more
2012
7
March
Vancouver to New York - from $316 roundtrip after taxes - cheapest ever?
7
March
Update: Chicago appears to be similarly priced.
Read more
2011
22
June
Seattle to Chicago - $139 roundtrip after tax
22
June
United and Continental seem to be having a huge fare war to Chicago at the moment out of SEA.
Read more
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