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Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from C$ 229

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 13/5. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
30 Mar — 6 Apr1
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 25 March 2025.

Round-trip from

C$ 458

One-way from

C$ 229

Popular in

December

Cheapest in

January

Average price

C$ 557
9/5-11/5
  • 9/5-11/5
  • 2 total stops
  • 27h 03m total
  • Vancouver to Chicago
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13/5
  • 13/5
  • 2 total stops
  • 12h 56m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
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Average for round-trip flights in March 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 25 March 2025.

Fri 9/511:00 p.m.YVR - MDW
1 stop8h 33mMultiple Airlines
Sun 11/56:45 p.m.MDW - YVR
1 stop18h 30mMultiple Airlines
Deal found 24/3C$ 458
Fri 18/47:45 p.m.YVR - MDW
2 stops10h 55mDelta
Fri 25/410:20 a.m.MDW - YVR
2 stops10h 03mDelta
Deal found 24/3C$ 556
Fri 2/57:00 a.m.YVR - MDW
2 stops23h 45mPorter Airlines
Sun 4/59:40 a.m.MDW - YVR
2 stops13h 15mPorter Airlines
Deal found 23/3C$ 764
Tue 22/411:00 p.m.YVR - MDW
1 stop8h 07mWestJet
Tue 29/410:20 a.m.MDW - YVR
2 stops16h 19mWestJet
Deal found 23/3C$ 858

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 25 March 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

Fri 9/5

11:00 p.m.-9:33 a.m.

1 stop8h 33m

Chicago Midway

Sun 11/5

6:45 p.m.-11:15 a.m.

1 stop18h 30m

C$ 458

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 18/4

7:45 p.m.-8:40 a.m.

2 stops10h 55m

Chicago Midway

Fri 25/4

10:20 a.m.-6:23 p.m.

2 stops10h 03m

C$ 556

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 2/5

7:00 a.m.-8:45 a.m.

2 stops23h 45m

Chicago Midway

Sun 4/5

9:40 a.m.-8:55 p.m.

2 stops13h 15m

C$ 764

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 22/4

11:00 p.m.-9:07 a.m.

1 stop8h 07m

Chicago Midway

Tue 29/4

10:20 a.m.-12:39 a.m.

2 stops16h 19m

C$ 858

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 13/5

8:30 p.m.-11:26 a.m.

2 stops12h 56m

C$ 229

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 25/5

7:32 p.m.-8:40 a.m.

2 stops11h 08m

C$ 252

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 13/7

10:10 p.m.-4:24 p.m.

1 stop16h 14m

C$ 395

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 4/8

11:00 p.m.-9:51 a.m.

1 stop8h 51m

C$ 489

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 43.0 mm.

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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

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 25 March 2025.
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Porter Airlines
7.9
Good
275 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,785 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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?

    Cheapflights users have booked flights from Vancouver Intl Airport to Chicago Midway Airport round-trip from C$ 556. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 726, and WestJet, from C$ 858.

  • 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$ 252. 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, January is the cheapest month in which you can book a flight from Vancouver Intl Airport to Chicago Midway Airport (average of C$ 243). 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

Fly with Cheapflights

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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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