C$187 Cheap Flights from Vancouver (YVRA) to Chicago (CHIA)

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Flight deals from Vancouver to Chicago

Looking for a cheap last-minute deal or the best return flight from Vancouver to Chicago? If you want to travel next month, return fares start from C$348. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Vancouver to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Vancouver to Chicago flights are currently cheapest in June.

Which airlines fly from Vancouver to Chicago?

Vancouver to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$187
Cheapest month to flyJune
Average flight time4 hrs, 5 mins
Most popular airlineUnited
Average flights per week61

Finding cheap flights from Vancouver to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Vancouver to Chicago is C$346. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 5 minutes is the average flight time from Vancouver to Chicago.
United, Air Canada and American Airlines fly direct from Vancouver to Chicago.
As of April 2026, there are 61 flights per week flying from Vancouver to Chicago.
The cheapest month to fly from Vancouver to Chicago is usually April.
If you're flying from Vancouver, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from C$346.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Vancouver to Chicago on Thursday, April 30, 2026.
Yes – the average flight time is 4 hours and 5 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
The cheapest airline that flies to Chicago is WestJet. And the cheapest airline that flies to Chicago O'Hare International Airport is Air Canada.

Flying from Vancouver to Chicago: what you need to know

  • When searching for a flight from Vancouver to Chicago, there's a nice selection of airports you can take off from. Vancouver International Airport (YVR), Vancouver Harbour Sea Plane Base (CXH) and Abbotsford Airport (YXX) are among Vancouver's main options.

  • When working out where to land in Chicago, O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the primary gateways.

  • A direct flight from Vancouver to Chicago takes on average 4 hours 9 minutes. The timezone in Chicago is UTC-5, making it 2 hours ahead of Vancouver.

  • Vancouver International Airport (YVR) to O'Hare International Airport (ORD) is the most popular route that connects these two cities. There are 33 weekly flights to pick from. If you have things to finalize before heading off, the last flight from Vancouver to Chicago is with United Airlines at 23:35. Choose the first YVR to ORD departure with United Airlines at 06:15 to maximize your time in Chicago.

  • Leave enough time to catch your flight from Vancouver to Chicago. As a general rule, arrive two hours before international departures and an hour ahead for domestic flights.

  • Heading away during a peak time like public or school holidays? Expect longer lines at security and check-in. To be on the safe side, arrive up to four hours before international flights and two hours before domestic departures.

  • You don't need a visa for United States if you have a passport from Canada and are travelling for tourism purposes. Travel documentation and visa requirements are subject to changes. So before organizing your cheap flights from Vancouver to Chicago, check with your airline and your destination country's local embassy or consulate for up-to-date information.

Flying from Vancouver

Vancouver International Airport (YVR)

Vancouver Harbour Sea Plane Base Airport (CXH)

  • You can arrive at CXH from the centre of Vancouver in approximately 5 minutes by car (depending on traffic). The ride on public transport takes roughly 16 minutes to travel the 2 kilometres or so.

  • It's your vacation, so why not book an additional night away? Consider checking in to one of these accommodation options near Vancouver Harbour Sea Plane Base Airport the day before your flight from Vancouver to Chicago:

Arriving in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

How to find the cheapest flights from Vancouver to Chicago

  • The cheapest price we've seen for a one-way ticket from Vancouver to Chicago is C$187. For a return flight on this route, the best price is C$346. Depending on when you want to go and the availability, these fares may change.

  • To score cheap flights from Vancouver to Chicago, book your journey 10 months before the departure date.

  • June is the cheapest month for tickets from Vancouver to Chicago. If you need to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Snapping up a cheap ticket from Vancouver to Chicago is easy with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch when the price has dropped.

  • Use filters to tailor your flights from Vancouver to Chicago. Simply enter your ideal departure and arrival times, number of stops and airlines. Alternatively, sort your results by 'Cheapest' to see the best deals.

Best time to go to Chicago

  • August is the most popular month for flights from Vancouver to Chicago. To avoid the crowds, go to Chicago in February.

  • Lock in your flight from Vancouver to Chicago for July if you'd like to explore the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC to 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Search for cheap flights from Vancouver to Chicago sometime around then if you want to travel in cooler conditions.

More about Chicago

  • Once you've booked your flight from Vancouver to Chicago, think about where you'd like to stay in this city. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to see and do in this city it can be tricky to know where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are leading attractions which should be on any good Chicago itinerary.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Vancouver to Chicago isn't the only thing we're good at. Check out our car rentals in Chicago and have more freedom to explore. We search for deals from trusted car rental companies and put them all in one place. Instantly compare rates and then book with no fees.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.