Find flights
When to book
Airlines
FAQs

Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from C$ 218

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 18/7. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
20 Apr — 27 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 15 April 2025.

Round-trip from

C$ 426

One-way from

C$ 218

Popular in

December

Cheapest in

January

Average price

C$ 445
Delta
  • Delta
  • 12/5-17/5
  • 4 total stops
  • 28h 19m total
  • Vancouver to Chicago
Search Deals
18/7
  • 18/7
  • 1 total stop
  • 21h 28m total
  • Vancouver to Chicago
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 15 April 2025.

Fri 2/511:00 p.m.YVR - MDW
1 stop8h 33mMultiple Airlines
Tue 6/59:34 a.m.MDW - YVR
1 stop13h 18mMultiple Airlines
Deal found 13/4C$ 415
Thu 1/57:45 p.m.YVR - MDW
2 stops11h 55mDelta
Tue 6/51:16 p.m.MDW - YVR
2 stops11h 41mDelta
Deal found 13/4C$ 440
Wed 7/54:35 p.m.YVR - MDW
1 stop13h 44mPorter Airlines
Sun 18/55:20 p.m.MDW - YVR
2 stops19h 50mPorter Airlines
Deal found 13/4C$ 560
Mon 9/66:00 a.m.YVR - MDW
3 stops33h 40mWestJet
Mon 23/69:21 a.m.MDW - YVR
3 stops25h 23mWestJet
Deal found 13/4C$ 874

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 15 April 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

Mon 12/5

5:20 p.m.-8:40 a.m.

2 stops13h 20m

Chicago Midway

Sat 17/5

9:20 a.m.-10:19 p.m.

2 stops14h 59m

C$ 426

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 13/5

11:00 p.m.-11:26 a.m.

1 stop10h 26m

Chicago Midway

Sun 18/5

6:15 a.m.-4:18 p.m.

1 stop12h 03m

C$ 438

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 7/5

4:35 p.m.-8:19 a.m.

1 stop13h 44m

Chicago Midway

Sun 18/5

5:20 p.m.-11:10 a.m.

2 stops19h 50m

C$ 560

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 13/8

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

1 stop8h 51m

Chicago Midway

Mon 18/8

1:05 p.m.-8:52 p.m.

1 stop9h 47m

C$ 998

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 18/7

11:00 p.m.-10:28 p.m.

1 stop21h 28m

C$ 218

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 3/5

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

2 stops10h 55m

C$ 237

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 22/8

4:40 p.m.-8:45 a.m.

1 stop14h 05m

C$ 365

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 4/8

8:30 p.m.-9:51 a.m.

2 stops11h 21m

C$ 488

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

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 15 April 2025.
Porter Airlines
8.0
Very good
280 reviews
Check prices

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Entertainment

6.9

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
280 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Entertainment

6.9

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
7,916 reviews
Porter Airlines
8.0
Very good
280 reviews
Check prices

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Entertainment

6.9

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
280 reviews
Check prices

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Boarding

8.2

Entertainment

6.9

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?

    Cheapflights users have booked flights from Vancouver Intl Airport to Chicago Midway Airport round-trip from C$ 426. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 560, and WestJet, from C$ 998.

  • 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$ 237. 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

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.

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

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 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!

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.