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Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from C$ 246

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/8. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
3 Aug — 10 Aug1
1 adult

Cheap flight deals from Vancouver Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver Intl (YVR) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 July 2025.

Round-trip from

C$ 390

One-way from

C$ 246

Popular in

July

Cheapest in

April

Average price

C$ 627
19/8-21/8
  • 19/8-21/8
  • 2 total stops
  • 24h 50m total
  • Vancouver to Chicago
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21/8
  • 21/8
  • 2 total stops
  • 11h 38m total
  • Vancouver to Chicago
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Highest demand for flights based on searches. 3% potential increase in price (C$ 25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Vancouver Intl to Midway

Cheapest flights from Vancouver Intl to Midway
Explore the most affordable flight options available from Vancouver Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.

Tue 19/811:00 p.m.YVR - MDW
1 stop13h 01mMultiple Airlines
Thu 21/811:03 a.m.MDW - YVR
1 stop11h 49mMultiple Airlines
Deal found 27/7C$ 390
Tue 9/96:20 a.m.YVR - MDW
2 stops10h 17mDelta
Tue 16/99:20 a.m.MDW - YVR
2 stops11h 33mDelta
Deal found 27/7C$ 446
Wed 26/117:00 a.m.YVR - MDW
2 stops30h 20mPorter Airlines
Sun 30/1111:00 a.m.MDW - YVR
2 stops26h 15mPorter Airlines
Deal found 27/7C$ 776

Cheapflights Fare Finder

 
Customize your flight search to find flights from Vancouver Intl to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2025.
Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Vancouver Intl

Fly to

Midway

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 19/8

11:00 p.m.-2:01 p.m.

1 stop13h 01m

Chicago Midway

Thu 21/8

11:03 a.m.-8:52 p.m.

1 stop11h 49m

C$ 390

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 9/9

6:20 a.m.-6:37 p.m.

2 stops10h 17m

Chicago Midway

Tue 16/9

9:20 a.m.-6:53 p.m.

2 stops11h 33m

C$ 446

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 26/11

7:00 a.m.-3:20 p.m.

2 stops30h 20m

Chicago Midway

Sun 30/11

11:00 a.m.-11:15 a.m.

2 stops26h 15m

C$ 776

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 21/8

8:30 p.m.-10:08 a.m.

2 stops11h 38m

C$ 246

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 25/12

6:48 a.m.-5:37 p.m.

2 stops8h 49m

C$ 254

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 30/10

12:10 p.m.-3:20 p.m.

2 stops25h 10m

C$ 281

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 22/8

7:15 p.m.-5:37 p.m.

3 stops20h 22m

C$ 450

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/7

Best time to book a flight from Vancouver Intl to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vancouver Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 29 July 2025.
See what other customers who have flown with Porter Airlines,Delta, andWestJet from Vancouver Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,973 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Comfort

8.0

Crew

8.7

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Related info for your journey

Find useful and relevant information for your journey from Vancouver Intl to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Vancouver Intl Airport to Chicago Midway Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as C$ 254. However, be on the lookout for offers from Porter Airlines and WestJet, as they are both options that can get you from Vancouver Intl Airport to Chicago Midway Airport for a low price.

  • Can I find deals for flights from Vancouver Intl to Midway that include hotel bookings?

    Yes. In addition to deals on Vancouver Intl to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Vancouver Intl to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Vancouver Intl to Midway.

  • Can I find deals for business class flights from Vancouver Intl to Midway?

    Yes. Cheapflights offers flight deals from Vancouver Intl to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Vancouver Intl Airport to Chicago Midway Airport?

    Currently, June is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago Midway Airport (average of C$ 233). Flying from Vancouver Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Vancouver Intl to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Vancouver Intl to O'Hare Intl flights

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How does Cheapflights help users find flights from Vancouver Intl to Midway?

Cheapflights makes it easy to find Vancouver Intl to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Vancouver Intl to Midway?

Cheapflights helps you find that perfect flight to Midway from Vancouver Intl by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Vancouver Intl to Midway with no change fees?

Certainly. Search results for flights to Midway from Vancouver Intl shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Vancouver Intl to Midway become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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