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Cheap flights from Vancouver Intl Airport to Chicago Midway Airport from C$ 243

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 26/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YVR — MDW
23 Apr — 30 Apr1
1 adult
Tue 23/4
Tue 30/4

How far in advance should I book a flight from Vancouver Intl Airport to Chicago Midway Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 58 days in advance, which can save you up to 139% on flights from Vancouver Intl Airport to Chicago Midway Airport compared to booking the week you need them. Waiting 58 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 443. For sooner than that we have options available in the next 3 days from C$ 871.

What is the cheapest month to fly from Vancouver Intl Airport to Chicago Midway Airport?

Our data shows that January tends to be the cheapest month to fly to Chicago Midway Airport from Vancouver Intl Airport. Users have commonly found prices around C$ 704 for the month, but tickets can be as low as C$ 393. Due to multiple factors, prepare for potentially higher prices in May.

When is the cheapest time to fly from Vancouver Intl Airport to Chicago Midway Airport (YVR - MDW)?

When flying from Vancouver Intl Airport to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap WestJet flights from Vancouver Intl to Midway

Explore cheap flight options specifically provided by WestJet for the route between Vancouver Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Take a peek at the cheapest WestJet flights we've detected travelling from Vancouver to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 7/57:00 a.m.YVR - MDW
2 stops13h 01mWestJet
Wed 8/56:00 a.m.MDW - YVR
2 stops12h 13mWestJet
Deal found 16/4C$ 843
Thu 16/511:00 p.m.YVR - MDW
1 stop21h 01mWestJet
Tue 21/59:46 a.m.MDW - YVR
2 stops23h 55mWestJet
Deal found 18/4C$ 893
Wed 8/56:00 a.m.YVR - MDW
2 stops14h 01mWestJet
Mon 13/59:46 a.m.MDW - YVR
2 stops11h 22mWestJet
Deal found 18/4C$ 936
Fri 3/51:15 p.m.YVR - MDW
1 stop19h 21mWestJet
Mon 6/56:30 a.m.MDW - YVR
2 stops14h 38mWestJet
Deal found 17/4C$ 958
Fri 17/510:15 p.m.YVR - MDW
2 stops16h 40mWestJet
Tue 21/52:15 p.m.MDW - YVR
2 stops22h 50mWestJet
Deal found 17/4C$ 981
Mon 13/510:15 p.m.YVR - MDW
2 stops17h 52mWestJet
Fri 17/56:00 a.m.MDW - YVR
2 stops17h 17mWestJet
Deal found 16/4C$ 984
Thu 2/57:00 a.m.YVR - MDW
2 stops13h 50mWestJet
Wed 8/59:46 a.m.MDW - YVR
2 stops11h 29mWestJet
Deal found 17/4C$ 1,032
Thu 9/511:00 p.m.YVR - MDW
1 stop13h 55mWestJet
Sun 12/59:46 a.m.MDW - YVR
2 stops14h 37mWestJet
Deal found 17/4C$ 1,043
Mon 29/49:15 p.m.YVR - MDW
2 stops12h 40mWestJet
Fri 3/56:30 a.m.MDW - YVR
2 stops14h 45mWestJet
Deal found 18/4C$ 1,057

Cheap Delta flights from Vancouver Intl to Midway

Explore cheap flight options specifically provided by Delta for the route between Vancouver Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Take a gander at the lowest prices we've found on Delta flights from Vancouver to Chicago. Deals are refreshing constantly so come back soon for more options.
Thu 9/57:40 p.m.YVR - MDW
2 stops11h 07mDelta
Sun 12/59:46 a.m.MDW - YVR
2 stops14h 33mDelta
Deal found 17/4C$ 628
Wed 19/66:15 a.m.YVR - MDW
1 stop10h 21mDelta
Tue 23/71:24 p.m.MDW - YVR
2 stops11h 38mDelta
Deal found 17/4C$ 698
Wed 19/66:15 a.m.YVR - MDW
1 stop10h 21mDelta
Tue 23/72:25 p.m.MDW - YVR
1 stop8h 21mDelta
Deal found 17/4C$ 834
Sat 13/77:35 p.m.YVR - MDW
2 stops11h 05mDelta
Mon 15/71:24 p.m.MDW - YVR
2 stops11h 38mDelta
Deal found 17/4C$ 903
Sat 13/77:35 p.m.YVR - MDW
2 stops11h 05mDelta
Mon 15/71:24 p.m.MDW - YVR
2 stops11h 38mDelta
Deal found 17/4C$ 985
Fri 17/55:52 p.m.YVR - MDW
2 stops15h 10mDelta
Mon 20/59:46 a.m.MDW - YVR
2 stops11h 22mDelta
Deal found 17/4C$ 987
Fri 3/51:15 p.m.YVR - MDW
1 stop6h 16mDelta
Sun 5/511:20 a.m.MDW - YVR
2 stops9h 48mDelta
Deal found 16/4C$ 1,017
Thu 25/47:50 a.m.YVR - MDW
2 stops11h 42mDelta
Wed 15/59:46 a.m.MDW - YVR
2 stops11h 03mDelta
Deal found 17/4C$ 1,039
Fri 3/55:20 p.m.YVR - MDW
2 stops13h 29mDelta
Sun 5/511:20 a.m.MDW - YVR
2 stops9h 48mDelta
Deal found 16/4C$ 1,060

Cheap Vancouver Intl to Midway flights in April & May 2024

Find cheap flight options from Vancouver Intl to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Prices were last updated on 18 April 2024.
Scroll through some of the best deals on flights from Vancouver to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 7/53:00 p.m.YVR - MDW
1 stop18h 36mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
2 stops15h 41mMultiple Airlines
Deal found 16/4C$ 341
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Fri 26/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 17/4C$ 353
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 356
Wed 8/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Mon 13/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 18/4C$ 370
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Tue 7/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 377
Wed 8/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Mon 13/510:59 p.m.MDW - YVR
2 stops15h 41mMultiple Airlines
Deal found 18/4C$ 385
Wed 29/53:00 p.m.YVR - MDW
1 stop12h 50mMultiple Airlines
Mon 3/69:10 p.m.MDW - YVR
2 stops18h 35mMultiple Airlines
Deal found 17/4C$ 397
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 17/4C$ 400
Tue 7/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 16/4C$ 404

Vancouver Intl to Midway 2024 flight deals

Discover exclusive flight deals for travel between Vancouver Intl and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Scroll through some of the best deals on flights from Vancouver to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 7/53:00 p.m.YVR - MDW
1 stop18h 36mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
2 stops15h 41mMultiple Airlines
Deal found 16/4C$ 341
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Fri 26/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 17/4C$ 353
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 356
Wed 8/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Mon 13/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 18/4C$ 370
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Tue 7/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 377
Wed 8/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Mon 13/510:59 p.m.MDW - YVR
2 stops15h 41mMultiple Airlines
Deal found 18/4C$ 385
Wed 29/53:00 p.m.YVR - MDW
1 stop12h 50mMultiple Airlines
Mon 3/69:10 p.m.MDW - YVR
2 stops18h 35mMultiple Airlines
Deal found 17/4C$ 397
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 17/4C$ 400
Tue 7/57:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 16/4C$ 404

Vancouver Intl to Midway flights leaving soon

Find last-minute flight options from Vancouver Intl to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Users seeking a last-minute flight from Vancouver to Chicago should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Fri 26/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 17/4C$ 353
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 356
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Tue 7/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 377
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Wed 8/510:59 p.m.MDW - YVR
1 stop24h 36mMultiple Airlines
Deal found 17/4C$ 400
Thu 25/43:45 p.m.YVR - MDW
2 stops22h 16mMultiple Airlines
Fri 26/410:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 17/4C$ 407
Thu 2/57:00 a.m.YVR - MDW
2 stops11h 29mMultiple Airlines
Mon 6/510:59 p.m.MDW - YVR
1 stop27h 02mMultiple Airlines
Deal found 18/4C$ 415
Thu 2/511:00 p.m.YVR - MDW
1 stop13h 39mMultiple Airlines
Tue 7/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 17/4C$ 424
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
2 stops13h 32mMultiple Airlines
Deal found 17/4C$ 447
Mon 29/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Fri 3/510:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 18/4C$ 451

One-way flights to Midway from Vancouver Intl

Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Users travelling one-way from Vancouver to Chicago can select one of these great deals. Users needing a return flight from Vancouver to Chicago should utilize the search form above.
Fri 26/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Deal found 17/4C$ 243
Mon 29/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Deal found 17/4C$ 246
Thu 16/57:00 a.m.YVR - MDW
2 stops25h 36mMultiple Airlines
Deal found 17/4C$ 251
Thu 25/43:45 p.m.YVR - MDW
2 stops17h 53mMultiple Airlines
Deal found 16/4C$ 254
Wed 5/65:30 p.m.YVR - MDW
1 stop10h 00mMultiple Airlines
Deal found 17/4C$ 255
Tue 18/65:30 p.m.YVR - MDW
1 stop9h 04mMultiple Airlines
Deal found 18/4C$ 257
Sat 27/43:45 p.m.YVR - MDW
2 stops14h 46mMultiple Airlines
Deal found 18/4C$ 262
Wed 1/51:45 p.m.YVR - MDW
3 stops16h 51mMultiple Airlines
Deal found 17/4C$ 288
Fri 3/59:15 p.m.YVR - MDW
3 stops16h 33mMultiple Airlines
Deal found 17/4C$ 298

Find flights from Vancouver Intl to Midway within your budget

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 507,522 searches. Data last updated 18 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 447 - C$ 843

Route

Depart

Return

Price

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Thu 25/4

1 stop17h 51m

Chicago Midway

Wed 15/5

2 stops13h 32m

C$ 447

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 29/4

1 stop17h 51m

Chicago Midway

Fri 3/5

2 stops15h 56m

C$ 451

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 13/5

2 stops12h 05m

Chicago Midway

Fri 17/5

1 stop27h 25m

C$ 457

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Thu 9/5

2 stops11h 29m

Chicago Midway

Sun 12/5

1 stop24h 36m

C$ 476

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 13/5

1 stop9h 50m

Chicago Midway

Fri 17/5

1 stop27h 25m

C$ 479

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Thu 9/5

2 stops11h 07m

Chicago Midway

Sun 12/5

2 stops14h 33m

C$ 628

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Wed 19/6

1 stop10h 21m

Chicago Midway

Tue 23/7

2 stops11h 38m

C$ 698

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Fri 17/5

1 stop17h 22m

Chicago Midway

Tue 21/5

2 stops12h 10m

C$ 829

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 7/5

2 stops13h 01m

Chicago Midway

Wed 8/5

2 stops12h 13m

C$ 843

Flights are sorted by cheapest first

Deals found on 17/4

No data available for this route at this time. Please check back soon.

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 18 April 2024.
Read through reviews of airlines operating flights from Vancouver to Chicago, such as WestJet, Delta and Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,104 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
11,104 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
3,010 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Porter Airlines
7.3
Good
439 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Overall

8.1

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.5

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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 flights from Vancouver Intl Airport to Chicago Midway Airport for under C$ 500 on Cheapflights?

    Yes, there are multiple flights from Vancouver Intl Airport to Chicago Midway Airport for under C$ 500. The cheapest flight booked recently is on Multiple Airlines for just C$ 447, but on average you can expect to pay C$ 534.

  • Are there last-minute flights available from Vancouver Intl Airport to Chicago Midway Airport for under C$ 400?

    There are currently 20+ open flights from Vancouver Intl Airport to Chicago Midway Airport within the next 7 days for less than C$ 400.

  • What does YVR to MDW mean?

    Vancouver Intl Airport is YVR and Chicago Midway Airport is MDW. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from Vancouver Intl to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Vancouver Intl to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Vancouver Intl to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Vancouver Intl to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Vancouver Intl to Midway that allow pets onboard?

    Many airlines flying from Vancouver Intl to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Vancouver Intl to Midway?

    Yes, you can often find last-minute deals on Vancouver Intl to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Vancouver Intl Airport to Chicago Midway Airport flight deals updated?

    The Vancouver Intl Airport to Chicago Midway Airport flight deals you see on this page were last updated on 18/4.

See more FAQs

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Search flights from Vancouver Intl to Midway by cabin class

Find flights from Vancouver Intl to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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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!

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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.

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