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$160+ Cheap flights from Vancouver Intl (YVR) to Midway (MDW)

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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Jun 19 — Jun 261
Thu 6/19
Thu 6/26
1 adult, Economy
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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 June 14, 2025.

Round-trip from

$319
(Delta)

One-way from

$160
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$365
From Vancouver Intl to Chicago Midway
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One-way flight from Vancouver Intl to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:30 amYVR - MDW
1 stop11h 55mMultiple Airlines
Tue 10/148:00 amMDW - YVR
1 stop14h 48mMultiple Airlines
Deal found 6/13$308
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/316:15 amYVR - MDW
1 stop9h 24mDelta
Sun 8/39:25 amMDW - YVR
2 stops15h 33mDelta
Deal found 6/12$319
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/410:15 amYVR - MDW
2 stops20h 30mPorter Airlines
Tue 7/89:40 amMDW - YVR
2 stops13h 21mPorter Airlines
Deal found 6/11$536
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/147:30 pmYVR - MDW
2 stops12h 15mWestJet
Sat 7/199:24 amMDW - YVR
1 stop13h 07mWestJet
Deal found 6/12$694

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 2,558,603 searches. Data last updated June 14, 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

Thu 7/31

6:15 am-5:39 pm

1 stop9h 24m

Chicago Midway

Sun 8/3

9:25 am-10:58 pm

2 stops15h 33m

$319

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 8/8

9:30 am-11:17 pm

1 stop11h 47m

Chicago Midway

Tue 8/12

11:39 am-8:52 pm

1 stop11h 13m

$322

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 7/7

10:15 am-8:45 am

2 stops20h 30m

Chicago Midway

Fri 7/11

9:40 am-7:55 pm

1 stop12h 15m

$461

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 7/14

7:30 pm-9:45 am

2 stops12h 15m

Chicago Midway

Sat 7/19

9:24 am-8:31 pm

1 stop13h 07m

$694

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 9/10

6:00 am-10:58 pm

2 stops14h 58m

$160

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 7/4

6:15 am-5:40 pm

1 stop9h 25m

$182

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 8/16

4:40 pm-8:45 am

1 stop14h 05m

$230

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 8/4

11:00 pm-9:45 am

1 stop8h 45m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

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.

Cheapflights Insights

Everything you need to know about your flight from Vancouver Intl Airport to Chicago Midway Airport

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 14, 2025.
See what other customers who have flown with Porter Airlines, Delta and WestJet from Vancouver to Chicago 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
289 reviews

Crew

8.7

Overall

8.0

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.1

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!!!
Porter Airlines
8.0
Very good
289 reviews
Porter Airlines
8.0
Very good
289 reviews

Crew

8.7

Overall

8.0

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.1

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!!!
Delta
8.0
Very good
7,956 reviews
Porter Airlines
8.0
Very good
289 reviews

Crew

8.7

Overall

8.0

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.1

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!!!
WestJet
7.2
Good
2,872 reviews
Porter Airlines
8.0
Very good
289 reviews

Crew

8.7

Overall

8.0

Food

7.6

Entertainment

7.0

Boarding

8.2

Comfort

8.1

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 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?

    One-way options have recently been found by users for as low as $182 on Delta. Other airlines that offer cheap prices include Porter Airlines from $230 and WestJet from $370 one-way.

  • 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, April is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago Midway Airport (average of $160). Flying from Vancouver Intl Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Vancouver Intl Airport?

Book flights to Vancouver Intl Airport if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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