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$156+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$246
(Delta)

One-way from

$156
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$321
Provider with most accurate pricing for Vancouver Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Vancouver Intl-Chicago Midway flights.
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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. 5% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 15, 2025.

This Delta deal was found by Cheapflights users on 4/15. 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.
Tue 7/226:45 amYVR - MDW
2 stops9h 18mDelta
Sun 7/271:00 pmMDW - YVR
2 stops11h 22mDelta
Deal found 4/15$246
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Mon 6/911:00 pmYVR - MDW
1 stop15h 29mMultiple Airlines
Fri 6/136:25 amMDW - YVR
2 stops11h 45mMultiple Airlines
Deal found 4/15$302
This Mytrip deal was found by Cheapflights users on 4/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/74:35 pmYVR - MDW
1 stop13h 44mPorter Airlines
Sun 5/185:20 pmMDW - YVR
2 stops19h 50mPorter Airlines
Deal found 4/13$404
This WestJet deal was found by Cheapflights users on 4/15. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1311:00 pmYVR - MDW
1 stop8h 51mWestJet
Mon 8/182:00 pmMDW - YVR
1 stop8h 23mWestJet
Deal found 4/15$718

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 April 15, 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 7/22

6:45 am-6:03 pm

2 stops9h 18m

Chicago Midway

Sun 7/27

1:00 pm-10:22 pm

2 stops11h 22m

$246

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 6/9

11:00 pm-4:29 pm

1 stop15h 29m

Chicago Midway

Fri 6/13

6:25 am-4:10 pm

2 stops11h 45m

$302

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 5/7

4:35 pm-8:19 am

1 stop13h 44m

Chicago Midway

Sun 5/18

5:20 pm-11:10 am

2 stops19h 50m

$404

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 8/13

11:00 pm-9:51 am

1 stop8h 51m

Chicago Midway

Mon 8/18

2:00 pm-8:23 pm

1 stop8h 23m

$718

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 5/29

11:00 pm-10:14 pm

1 stop21h 14m

$156

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 5/1

7:45 pm-9:40 am

2 stops11h 55m

$170

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 8/22

4:40 pm-8:45 am

1 stop14h 05m

$263

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 8/4

6:30 pm-9:51 am

2 stops13h 21m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Compare providers for flights from Vancouver Intl to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Vancouver Intl to Midway in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Vancouver Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Vancouver Intl Airport-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 April 15, 2025.
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
8.0
Very good
281 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Delta
8.0
Very good
7,917 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,805 reviews
Porter Airlines
8.0
Very good
281 reviews

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.7

Entertainment

7.0

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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 flying from Vancouver Intl Airport to Chicago Midway Airport round-trip?

    Our cheapest airline available from Vancouver Intl Airport to Chicago Midway Airport is Delta. Our recent data shows that you can find tickets from as low as $246 on this airline. Additional options worth looking into are Porter Airlines and WestJet, starting at $404 and $718 round-trip.

  • 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 $170 on Delta. Other airlines that offer cheap prices include Porter Airlines from $263 and WestJet from $351 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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