Find flights
When to book
Airlines

Cheap flights from Vancouver to Chicago Midway Airport from C$ 228

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
8 Jul — 15 Jul1
1 adult

Cheap flight deals from Vancouver to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Vancouver (8CA) 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 3 July 2025.

Round-trip from

C$ 343

One-way from

C$ 228

Popular in

December

Cheapest in

April

Average price

C$ 598
22/9-30/9
  • 22/9-30/9
  • 2 total stops
  • 26h 04m total
  • Vancouver to Chicago
4/9
  • 4/9
  • 1 total stop
  • 11h 50m total
  • Vancouver to Chicago
Highest demand for flights based on searches. 7% potential increase in price (C$ 53 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Vancouver to Midway

Cheapest flights from Vancouver to Midway
Explore the most affordable flight options available from Vancouver to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 July 2025.

Mon 22/911:00 p.m.YVR - MDW
1 stop14h 58mMultiple Airlines
Tue 30/92:32 p.m.MDW - YVR
1 stop11h 06mMultiple Airlines
Deal found 1/7C$ 343
Wed 17/97:44 p.m.YVR - MDW
2 stops11h 09mDelta
Sat 20/91:43 p.m.MDW - YVR
1 stop8h 48mDelta
Deal found 2/7C$ 446

Cheapflights Fare Finder

Customize your flight search to find flights from Vancouver 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 3 July 2025.
Use the filters below to find and compare flights from Vancouver to Chicago Midway Airport that are best for you.

Fly from

Vancouver

Fly to

Midway

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 22/9

11:00 p.m.-3:58 p.m.

1 stop14h 58m

Chicago Midway

Tue 30/9

2:32 p.m.-11:38 p.m.

1 stop11h 06m

C$ 343

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 17/9

7:44 p.m.-8:53 a.m.

2 stops11h 09m

Chicago Midway

Sat 20/9

1:43 p.m.-8:31 p.m.

1 stop8h 48m

C$ 446

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 4/9

9:30 a.m.-11:20 p.m.

1 stop11h 50m

C$ 228

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 3/9

6:15 a.m.-5:37 p.m.

1 stop9h 22m

C$ 237

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 24/7

10:10 a.m.-8:45 a.m.

1 stop20h 35m

C$ 304

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Best time to book a flight from Vancouver to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Vancouver 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.

Cheapflights Insights

Everything you need to know about your flight from Vancouver to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

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 3 July 2025.
Read reviews from past customers who have flown Porter Airlines and Delta from Vancouver to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.1

Entertainment

7.0

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Comfort

8.1

Entertainment

7.0

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
8.0
Very good

Comfort

8.1

Entertainment

7.0

Food

7.7

Crew

8.7

Boarding

8.2

Overall

8.0

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

Related info for your journey

Find useful and relevant information for your journey from Vancouver to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find deals for flights from Vancouver to Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Vancouver 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 to Chicago Midway Airport?

    Currently, June is the cheapest month in which you can book a flight from Vancouver to Chicago Midway Airport (average of C$ 238). Flying from Vancouver 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights makes it easy to find Vancouver 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 to Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Vancouver to Midway for you. Better yet — we are completely free to use.

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

Need flexible booking options for your flight to Midway from Vancouver? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Not ready to book yet? You can track prices for flights from Vancouver to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.