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Cheap flights from Vancouver to Chicago Midway Airport from C$ 190

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. Click the price to replicate the search for this deal.
YVR — MDW
21 Apr — 28 Apr1
1 adult
Sun 21/4
Sun 28/4

How far in advance should I book a flight from Vancouver 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 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$ 442. For sooner than that we have options available in the next 3 days from C$ 868.

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

Our data shows that January tends to be the cheapest month to fly to Chicago Midway Airport from Vancouver. Users have commonly found prices around C$ 702 for the month, but tickets can be as low as C$ 392. Due to multiple factors, prepare for potentially higher prices in May.

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

When flying from Vancouver 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 Delta flights from Vancouver to Midway

Explore cheap flight options specifically provided by Delta for the route between Vancouver 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 508,882 searches. Data last updated 16 April 2024.
Peruse some of the lowest-priced Delta flights we've found from Vancouver to Chicago. Make sure to double check the flight details before booking.
Sat 8/67:35 p.m.YVR - MDW
2 stops11h 13mDelta
Tue 11/61:24 p.m.MDW - YVR
2 stops11h 38mDelta
Deal found 15/4C$ 508
Mon 3/67:40 p.m.YVR - MDW
2 stops11h 07mDelta
Tue 11/61:24 p.m.MDW - YVR
2 stops11h 38mDelta
Deal found 16/4C$ 519
Fri 5/76:15 a.m.YVR - MDW
1 stop10h 16mDelta
Tue 9/72:25 p.m.MDW - YVR
1 stop8h 21mDelta
Deal found 15/4C$ 622
Mon 3/67:40 p.m.YVR - MDW
2 stops11h 07mDelta
Tue 11/62:24 p.m.MDW - YVR
1 stop8h 22mDelta
Deal found 16/4C$ 694
Wed 8/57:40 p.m.YVR - MDW
2 stops11h 07mDelta
Sat 11/511:59 a.m.MDW - YVR
2 stops8h 50mDelta
Deal found 15/4C$ 744
Fri 3/51:15 p.m.YVR - MDW
1 stop6h 16mDelta
Sun 5/511:20 a.m.MDW - YVR
2 stops9h 48mDelta
Deal found 14/4C$ 965
Fri 17/55:52 p.m.YVR - MDW
2 stops15h 10mDelta
Mon 20/59:46 a.m.MDW - YVR
2 stops11h 22mDelta
Deal found 15/4C$ 985
Sat 27/47:50 a.m.YVR - MDW
2 stops11h 42mDelta
Wed 1/511:20 a.m.MDW - YVR
2 stops9h 55mDelta
Deal found 14/4C$ 1,025
Fri 3/51:15 p.m.YVR - MDW
1 stop6h 16mDelta
Sun 5/56:30 a.m.MDW - YVR
1 stop7h 26mDelta
Deal found 14/4C$ 1,080

Cheap WestJet flights from Vancouver to Midway

Explore cheap flight options specifically provided by WestJet for the route between Vancouver 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 508,882 searches. Data last updated 16 April 2024.
To aid your search, here are some of the cheapest WestJet flights we've found from Vancouver to Chicago. Deals are refreshing constantly so come back soon for more options.
Wed 3/79:15 p.m.YVR - MDW
2 stops12h 40mWestJet
Wed 10/76:00 a.m.MDW - YVR
1 stop16h 58mWestJet
Deal found 16/4C$ 827
Mon 3/69:25 a.m.YVR - MDW
1 stop10h 36mWestJet
Tue 11/62:24 p.m.MDW - YVR
1 stop8h 22mWestJet
Deal found 16/4C$ 835
Mon 9/99:15 p.m.YVR - MDW
2 stops12h 43mWestJet
Sat 14/91:05 p.m.MDW - YVR
1 stop9h 53mWestJet
Deal found 16/4C$ 859
Fri 5/79:15 p.m.YVR - MDW
2 stops12h 40mWestJet
Tue 9/76:00 a.m.MDW - YVR
1 stop16h 58mWestJet
Deal found 15/4C$ 894
Thu 9/56:00 a.m.YVR - MDW
2 stops14h 01mWestJet
Sun 12/59:46 a.m.MDW - YVR
2 stops14h 37mWestJet
Deal found 15/4C$ 944
Tue 30/49:25 a.m.YVR - MDW
1 stop10h 49mWestJet
Wed 1/56:30 a.m.MDW - YVR
2 stops14h 45mWestJet
Deal found 14/4C$ 952
Fri 3/511:00 p.m.YVR - MDW
1 stop13h 54mWestJet
Mon 6/56:30 a.m.MDW - YVR
2 stops14h 38mWestJet
Deal found 15/4C$ 963
Fri 17/510:15 p.m.YVR - MDW
2 stops16h 40mWestJet
Tue 21/59:46 a.m.MDW - YVR
2 stops23h 55mWestJet
Deal found 15/4C$ 976
Fri 3/59:25 a.m.YVR - MDW
1 stop27h 29mWestJet
Mon 6/56:30 a.m.MDW - YVR
2 stops17h 53mWestJet
Deal found 14/4C$ 1,007

Cheap Vancouver to Midway flights in April & May 2024

Find cheap flight options from Vancouver 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 508,882 searches. Prices were last updated on 16 April 2024.
The lowest fares we've come across on flights travelling from Vancouver to Chicago in April and May 2024. More deals are always being added, so be sure to check back regularly.
Tue 14/56:55 a.m.YVR - MDW
1 stop13h 14mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 315
Tue 30/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 316
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 15/4C$ 352
Tue 30/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/510:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 15/4C$ 356
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/512:29 p.m.MDW - YVR
1 stop26h 26mMultiple Airlines
Deal found 14/4C$ 365
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 369
Fri 26/47:00 a.m.YVR - MDW
2 stops31h 38mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 384
Tue 30/47:00 a.m.YVR - MDW
2 stops12h 44mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 389
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/510:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 14/4C$ 399

Vancouver to Midway 2024 flight deals

Discover exclusive flight deals for travel between Vancouver and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 508,882 searches. Data last updated 16 April 2024.
The lowest fares we've come across on flights travelling from Vancouver to Chicago in April and May 2024. More deals are always being added, so be sure to check back regularly.
Tue 14/56:55 a.m.YVR - MDW
1 stop13h 14mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 315
Tue 30/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 316
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 15/4C$ 352
Tue 30/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/510:59 p.m.MDW - YVR
1 stop25h 21mMultiple Airlines
Deal found 15/4C$ 356
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/512:29 p.m.MDW - YVR
1 stop26h 26mMultiple Airlines
Deal found 14/4C$ 365
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 369
Fri 26/47:00 a.m.YVR - MDW
2 stops31h 38mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 384
Tue 30/47:00 a.m.YVR - MDW
2 stops12h 44mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 389
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/510:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 14/4C$ 399

Vancouver to Midway flights leaving soon

Find last-minute flight options from Vancouver 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 508,882 searches. Data last updated 16 April 2024.
Consider one of these great deals we found on last-minute flights from Vancouver to Chicago. Tip: verify your flight details before completing your reservation.
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 15/4C$ 352
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/512:29 p.m.MDW - YVR
1 stop26h 26mMultiple Airlines
Deal found 14/4C$ 365
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 369
Fri 26/47:00 a.m.YVR - MDW
2 stops31h 38mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 384
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 1/510:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 14/4C$ 399
Fri 26/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Wed 15/512:29 p.m.MDW - YVR
1 stop26h 11mMultiple Airlines
Deal found 15/4C$ 409
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Tue 30/410:59 p.m.MDW - YVR
2 stops17h 06mMultiple Airlines
Deal found 14/4C$ 414
Thu 25/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Mon 29/410:59 p.m.MDW - YVR
2 stops15h 56mMultiple Airlines
Deal found 14/4C$ 418
Fri 26/43:45 p.m.YVR - MDW
1 stop17h 51mMultiple Airlines
Tue 30/410:34 p.m.MDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 14/4C$ 425

One-way flights to Midway from Vancouver

Search for one-way flight options from Vancouver 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 508,882 searches. Data last updated 16 April 2024.
Users travelling one-way from Vancouver to Chicago can select one of these great deals. For those needing a return trip from Vancouver, there is a search form available above.
Mon 13/53:00 p.m.YVR - MDW
1 stop18h 36mMultiple Airlines
Deal found 16/4C$ 190
Tue 23/47:00 a.m.YVR - MDW
1 stop13h 09mMultiple Airlines
Deal found 14/4C$ 212
Mon 13/53:00 p.m.YVR - MDW
2 stops15h 51mMultiple Airlines
Deal found 16/4C$ 213
Tue 28/53:00 p.m.YVR - MDW
1 stop12h 50mMultiple Airlines
Deal found 16/4C$ 215
Tue 23/49:15 a.m.YVR - MDW
2 stops24h 23mMultiple Airlines
Deal found 14/4C$ 217
Fri 12/711:00 p.m.YVR - MDW
1 stop20h 52mMultiple Airlines
Deal found 15/4C$ 233
Tue 30/710:25 p.m.YVR - MDW
1 stop11h 08mMultiple Airlines
Deal found 15/4C$ 246
Wed 21/810:25 p.m.YVR - MDW
1 stop13h 30mMultiple Airlines
Deal found 16/4C$ 250
Tue 28/57:40 p.m.YVR - MDW
2 stops11h 26mDelta
Deal found 16/4C$ 264

Find flights from Vancouver to Midway within your budget

Customize your flight search to find flights from Vancouver 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 508,882 searches. Data last updated 16 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 315 - C$ 926

Route

Depart

Return

Price

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 14/5

1 stop13h 14m

Chicago Midway

Wed 15/5

1 stop26h 11m

C$ 315

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 30/4

1 stop17h 51m

Chicago Midway

Wed 15/5

1 stop26h 11m

C$ 316

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 30/4

1 stop17h 51m

Chicago Midway

Wed 1/5

1 stop25h 21m

C$ 356

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Fri 26/4

2 stops31h 38m

Chicago Midway

Tue 30/4

1 stop17h 31m

C$ 384

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Tue 30/4

2 stops12h 44m

Chicago Midway

Wed 15/5

1 stop26h 11m

C$ 389

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Sat 8/6

2 stops11h 13m

Chicago Midway

Tue 11/6

2 stops11h 38m

C$ 508

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Mon 3/6

2 stops11h 07m

Chicago Midway

Tue 11/6

2 stops11h 38m

C$ 519

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Wed 3/7

2 stops12h 40m

Chicago Midway

Wed 10/7

1 stop16h 58m

C$ 827

Vancouver IntlChicago Midway

YVR - MDW

YVRMDW

Vancouver Intl

Fri 26/4

2 stops11h 57m

Chicago Midway

Wed 15/5

2 stops15h 24m

C$ 926

Flights are sorted by cheapest first

Deals found on 15/4

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 16 April 2024.
Read through reviews of airlines operating flights from Vancouver to Chicago, such as Delta, WestJet and Porter Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,123 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.5

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Delta
8.1
Very good
11,123 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.5

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Aeromexico
7.7
Good
2,670 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.5

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

WestJet
7.5
Good
3,007 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.5

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Porter Airlines
7.3
Good
440 reviews
Delta
8.1
Very good
11,123 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.5

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Related info for your journey

Find useful and relevant information for your journey from Vancouver 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 to Chicago Midway Airport for under C$ 400 on Cheapflights?

    Yes, there are multiple flights from Vancouver to Chicago Midway Airport for under C$ 400. The cheapest flight booked recently is on Multiple Airlines for just C$ 315, but on average you can expect to pay C$ 417.

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

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

  • What does YVR to MDW mean?

    YVR and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. YVR to MDW refers to a flight route from Vancouver Intl Airport to Chicago Midway Airport. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Vancouver Coal Harbour Airport (CXH), Ganges SPB Airport (YGG), Village Bay Miners Bay Airport (YAV), Galiano Island Montagne Harbor Airport (YMF), Saturna Island Lyall Harbour Airport (YAJ).

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

    The amount of baggage you can bring 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 to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter 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 to Midway that include hotel bookings?

    Yes. In addition to deals on Vancouver to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

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

    After entering your origin and destination, apply the non-stop filter on the search result page to see available direct flights.

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

    Yes. Cheapflights offers flight deals from Vancouver 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 to Midway that allow pets onboard?

    Many airlines do 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 to Midway?

    Yes, you can often find last-minute deals on Vancouver 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 to Chicago Midway Airport flight deals updated?

    The Vancouver to Chicago Midway Airport flight deals you see on this page were last updated on 15/4.

See more FAQs

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Not ready to book yet? You can track prices for flights from Vancouver to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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