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.

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).

What is the cheapest time of day to fly from YVR to MDW?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Vancouver Intl Airport to Chicago Midway Airport as you normally would.

Most accurate provider : When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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.

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.

$147+ Flights from Vancouver Intl Airport to Chicago Midway Airport

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Vancouver Intl to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 23, 2025.

Wed 12/315:00 pmYVR - MDW

2 stops22h 26mWestJet

Sun 1/46:08 pmMDW - YVR

2 stops20h 56mWestJet

Deal found 12/21

$758

Sun 12/282:15 pmYVR - MDW

1 stop17h 50mMultiple Airlines

Mon 1/56:14 pmMDW - YVR

2 stops18h 06mMultiple Airlines

Deal found 12/21

$810

Wed 12/2412:45 pmYVR - MDW

1 stop26h 34mWestJet

Sun 1/49:50 amMDW - YVR

2 stops32h 10mWestJet

Deal found 12/21

$812

Sun 12/287:32 pmYVR - MDW

2 stops11h 17mDelta

Mon 1/59:50 amMDW - YVR

2 stops10h 59mDelta

Deal found 12/21

$857

Wed 12/313:40 pmYVR - MDW

2 stops19h 21mMultiple Airlines

Sat 1/311:05 amMDW - YVR

1 stop23h 59mMultiple Airlines

Deal found 12/22

$890

Best flights from Vancouver Intl to Midway
Discover carefully curated flight deals from Vancouver Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

Thu 2/1912:05 pmYVR - MDW

1 stop9h 36mMultiple Airlines

Mon 2/239:22 pmMDW - YVR

2 stops35h 51mMultiple Airlines

Deal found 12/22

$299

Wed 1/217:37 pmYVR - MDW

2 stops12h 16mDelta

Mon 1/261:49 pmMDW - YVR

2 stops12h 10mDelta

Deal found 12/21

$357

Mon 2/238:55 amYVR - MDW

1 stop7h 30mMultiple Airlines

Thu 2/2611:05 amMDW - YVR

2 stops12h 27mMultiple Airlines

Deal found 12/22

$316

Wed 1/2111:00 pmYVR - MDW

1 stop10h 45mMultiple Airlines

Mon 1/265:01 pmMDW - YVR

2 stops23h 44mMultiple Airlines

Deal found 12/21

$318

Thu 1/157:37 pmYVR - MDW

2 stops11h 15mDelta

Tue 1/209:50 amMDW - YVR

2 stops10h 54mDelta

Deal found 12/22

$357

Sun 3/13:40 pmYVR - MDW

2 stops20h 49mMultiple Airlines

Thu 3/53:26 pmMDW - YVR

1 stop27h 01mMultiple Airlines

Deal found 12/22

$319

Fri 1/167:37 pmYVR - MDW

2 stops11h 15mDelta

Tue 1/209:50 amMDW - YVR

2 stops13h 04mDelta

Deal found 12/22

$357

Thu 3/56:20 amYVR - MDW

2 stops9h 17mDelta

Tue 3/109:30 amMDW - YVR

2 stops11h 14mDelta

Deal found 12/21

$357

Sun 2/112:20 pmYVR - MDW

2 stops19h 50mMultiple Airlines

Fri 2/67:30 amMDW - YVR

1 stop18h 29mMultiple Airlines

Deal found 12/21

$327

Mon 1/126:20 amYVR - MDW

2 stops24h 32mDelta

Fri 1/161:49 pmMDW - YVR

2 stops12h 10mDelta

Deal found 12/21

$361

Thu 1/297:37 pmYVR - MDW

2 stops11h 15mDelta

Sun 2/19:33 amMDW - YVR

2 stops11h 11mDelta

Deal found 12/20

$361

Last-minute flights from Vancouver Intl to Midway
Discover last-minute flight deals from Vancouver Intl to Midway. Data last updated December 23, 2025 and is based on user searches.

Tue 1/610:15 pmYVR - MDW

2 stops35h 30mMultiple Airlines

Mon 1/1211:05 amMDW - YVR

1 stop25h 15mMultiple Airlines

Deal found 12/20

$444

Wed 1/77:37 pmYVR - MDW

2 stops11h 15mDelta

Tue 1/131:49 pmMDW - YVR

2 stops12h 10mDelta

Deal found 12/21

$434

Mon 1/127:30 amYVR - MDW

1 stop13h 39mMultiple Airlines

Sun 1/184:15 pmMDW - YVR

1 stop20h 05mMultiple Airlines

Deal found 12/22

$342

Mon 1/127:37 pmYVR - MDW

2 stops11h 15mDelta

Wed 1/141:49 pmMDW - YVR

2 stops12h 10mDelta

Deal found 12/21

$357

Mon 1/126:20 amYVR - MDW

2 stops24h 32mDelta

Thu 1/159:32 amMDW - YVR

2 stops13h 22mDelta

Deal found 12/21

$361

Mon 1/127:30 amYVR - MDW

1 stop13h 39mMultiple Airlines

Thu 1/1511:05 amMDW - YVR

2 stops11h 38mMultiple Airlines

Deal found 12/21

$364

Mon 1/127:30 amYVR - MDW

1 stop13h 39mMultiple Airlines

Tue 1/136:14 pmMDW - YVR

2 stops18h 06mMultiple Airlines

Deal found 12/21

$402

Mon 1/1210:30 pmYVR - MDW

2 stops12h 18mWestJet

Sun 1/189:32 amMDW - YVR

2 stops13h 43mWestJet

Deal found 12/22

$435

Thu 1/157:37 pmYVR - MDW

2 stops11h 15mDelta

Wed 1/219:32 amMDW - YVR

2 stops13h 22mDelta

Deal found 12/22

$365

Fri 1/167:37 pmYVR - MDW

2 stops11h 15mDelta

Sun 1/189:32 amMDW - YVR

2 stops13h 22mDelta

Deal found 12/23

$369

Fri 1/167:37 pmYVR - MDW

2 stops11h 15mDelta

Mon 1/191:26 pmMDW - YVR

2 stops12h 33mDelta

Deal found 12/22

$397

Wed 1/2111:00 pmYVR - MDW

1 stop10h 45mMultiple Airlines

Mon 1/265:01 pmMDW - YVR

2 stops23h 44mMultiple Airlines

Deal found 12/21

$318

One-way flights from Vancouver Intl to Midway
Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated December 23, 2025.

Wed 2/47:00 amYVR - MDW

2 stops34h 52mMultiple Airlines

Deal found 12/20

$147

Fri 2/1311:00 pmYVR - MDW

1 stop20h 08mMultiple Airlines

Deal found 12/22

$156

Fri 2/275:30 pmYVR - MDW

2 stops19h 49mMultiple Airlines

Deal found 12/22

$157

Wed 1/2811:00 pmYVR - MDW

1 stop21h 19mMultiple Airlines

Deal found 12/22

$158

Mon 1/127:00 amYVR - MDW

3 stops39h 02mMultiple Airlines

Deal found 12/21

$159

Tue 1/207:45 pmYVR - MDW

2 stops14h 20mMultiple Airlines

Deal found 12/21

$172

Sun 1/1110:05 pmYVR - MDW

3 stops34h 29mMultiple Airlines

Deal found 12/21

$189

Find flight deals from Vancouver Intl to Midway

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$299 (Kiwi.com)
One-way from	$147 (Kiwi.com)
Popular in	December
Cheapest in	October
Average price	$495

Provider with most accurate pricing for Vancouver Intl-Chicago Midway flight deals.

Search Deals

Provider most trusted by Cheapflights users for Vancouver Intl-Chicago Midway flights.

Search Deals

From Vancouver Intl to Chicago Midway

Search Deals

One-way flight from Vancouver Intl to Chicago Midway

Search Deals

Highest demand for flights based on searches. 16% potential increase in price ($72 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 2/19

12:05 pm-11:41 pm

1 stop9h 36m

Chicago Midway

Mon 2/23

9:22 pm-7:13 am

2 stops35h 51m

$299

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 2/23

8:55 am-6:25 pm

1 stop7h 30m

Chicago Midway

Thu 2/26

11:05 am-9:32 pm

2 stops12h 27m

$316

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 1/21

11:00 pm-11:45 am

1 stop10h 45m

Chicago Midway

Mon 1/26

5:01 pm-2:45 pm

2 stops23h 44m

$318

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 3/1

3:40 pm-2:29 pm

2 stops20h 49m

Chicago Midway

Thu 3/5

3:26 pm-4:27 pm

1 stop27h 01m

$319

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 2/1

12:20 pm-10:10 am

2 stops19h 50m

Chicago Midway

Fri 2/6

7:30 am-11:59 pm

1 stop18h 29m

$327

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 1/21

7:37 pm-9:53 am

2 stops12h 16m

Chicago Midway

Mon 1/26

1:49 pm-11:59 pm

2 stops12h 10m

$357

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 1/15

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Tue 1/20

9:50 am-6:44 pm

2 stops10h 54m

$357

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 1/16

7:37 pm-8:52 am

2 stops11h 15m

Chicago Midway

Tue 1/20

9:50 am-8:54 pm

2 stops13h 04m

$357

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 3/5

6:20 am-5:37 pm

2 stops9h 17m

Chicago Midway

Tue 3/10

9:30 am-6:44 pm

2 stops11h 14m

$357

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 1/12

6:20 am-8:52 am

2 stops24h 32m

Chicago Midway

Fri 1/16

1:49 pm-11:59 pm

2 stops12h 10m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 21 results

Compare providers for flights from Vancouver Intl to Midway

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 December.

Provider	Price Accuracy	Trust Score*
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Expedia	Price Accuracy2 stars	Trust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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.

Related info for your journey

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.

Lansing

Merrillville

Hammond

Porter

Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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.

$147+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Vancouver Intl to Midway with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Vancouver Intl to Midway

Cheapest flights from Vancouver Intl to MidwayExplore 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 December 23, 2025.

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 December 23, 2025.

Find flight deals from Vancouver Intl to Midway

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Vancouver Intl Airport to Chicago Midway Airport that are best for you.

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 December.

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.

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.

Can I find deals for flights from Vancouver Intl to Midway that include hotel bookings?

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

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

Traveling to a place near Chicago Midway Airport?

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.

100% Free

Book with Flexibility

Travel Smart

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 December 23, 2025.