Cheap Flights from Vancouver (YVRA) to Chicago Midway (MDW)

Compare Vancouver to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Vancouver to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Vancouver to Chicago Midway Airport? If you want to travel next month, return fares start from £241. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Vancouver to Chicago Midway

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

Vancouver to Chicago: Flight information

The things to know before you go.
Cheapest flight found£121
Cheapest month to flyApril

Finding cheap flights from Vancouver to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Vancouver to Chicago Midway is £241. 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.
Currently, there are no airlines that fly direct from Vancouver to Chicago Midway. But we found flights with one stop from £241.
As of April 2026, there are no flights flying from Vancouver to Chicago Midway.
The cheapest month to fly from Vancouver to Chicago Midway is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Vancouver to Chicago Midway Airport on Saturday, 2 May 2026.
No airlines currently offer direct flights between Vancouver and Chicago Midway Airport. Most routes have one or more stops.
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 Midway 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.
The cheapest airline that flies to Chicago Midway is WestJet .

Travelling from Vancouver to Chicago Midway International Airport (MDW): What you need to know

  • Chicago is two hours ahead of Vancouver. Chicago Midway International Airport is located in Chicago, which follows the UTC-6 timezone.

  • Your flight from Vancouver to MDW won't wait if you're running late, so show up at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're flying internationally.

  • Travelling over a peak time like July? Public holidays and other popular periods can mean longer queues at security. Play things extra safe and arrive up to four hours ahead of an international flight and two hours before domestic departures.

Airports in Vancouver

Vancouver International Airport (YVR)

  • The journey from central Vancouver to YVR takes around 25 minutes by public transport. If you drive, ride-share or take a taxi, you'll cover the 13 kms (8 miles) in 25 minutes or so, depending on traffic.

  • Want a leisurely start to your trip? Stay near Vancouver International Airport. Whether you're catching an early flight from Vancouver to Chicago Midway International Airport or want to avoid feeling rushed, these hotels are just what you're after:

  • Of the departures from Vancouver International Airport, 72% arrive as scheduled at their destination.

Vancouver Coal Harbour Seaplane Base (CXH)

  • Using public transport, you can travel from central Vancouver to CXH in around 10 minutes. The airport is roughly 2 kms (1 mile) away, and making the trip by car will take approximately 5 minutes.

  • Kick off your holiday early with an extra night away from home. Before catching your Vancouver to MDW flight, kick back in one of these hotels near Vancouver Coal Harbour Seaplane Base:

Abbotsford International Airport (YXX)

  • The journey time to YXX from the centre of Vancouver is around 2 hours 30 minutes on public transport. If you're planning to travel by car, it'll take you roughly 1 hour 20 minutes to cover the 72 kms (45 miles) or so.

  • Set yourself up for a smooth departure — stay close to Abbotsford International Airport and know you'll get to your boarding gate with time to spare. Get comfy at one of these hotels the day before if you've booked an early Vancouver to Chicago Midway International Airport flight:

  • The on-time performance rating of YXX is 68%. In other words, that's how frequently flights departing this airport arrive as planned.

About Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • Central Chicago is around 16 kms (10 miles) from Chicago Midway International Airport and takes about 25 minutes to reach by car. Look into how to get from the airport to the city, whether that's with a taxi, car hire or ride-share.

  • If you're travelling by public transport, expect a journey of about 30 minutes.

How to find the cheapest flights from Vancouver to Chicago Midway International Airport (MDW)

  • At the moment, £121 is the lowest price we've found for a one-way ticket from Vancouver to Chicago Midway International Airport. The cheapest price for a return flight is £241. Keep in mind fares may change due to availability at the time of booking.

  • To pick up cheap flights from Vancouver to MDW, book in advance. Airlines typically offer lower prices when tickets first go on sale.

  • Cheap Vancouver to Chicago Midway International Airport tickets are easier to find if you're not locked into specific dates. Try using the 'Whole month' search function to compare fares throughout the month and then fly out on the cheapest day.

  • Be the first to know about deals for plane tickets from Vancouver to MDW by creating a Price Alert. We'll send you an email or notification through the app when fares go down.

  • Tailor your trip using filters. Pick your preferred departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Cheapest' or 'Fastest' flights from Vancouver to Chicago Midway International Airport.

The best time to fly from Vancouver to Chicago Midway International Airport (MDW)

  • It's time to figure out your travel dates for your flight from Vancouver to Chicago Midway International Airport (MDW). March is the busiest month to travel to Chicago. If you like your getaways a little more chill, head there in July.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Lock in your Vancouver to MDW plane ticket then if you enjoy this type of weather.

  • Look for cheap tickets from Vancouver to Chicago Midway International Airport in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC and 3ºC.

More about Chicago

Explore more of the United States

  • Indianapolis is just one of the many cities in the United States waiting to be discovered once you've seen the sights of Chicago. Around 257 kms (160 miles) away to the southeast, check out popular attractions including Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

  • Milwaukee is another well-known destination in the United States and is around 137 kms (85 miles) north of Chicago. No journey is complete without dropping by Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo.

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