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Vancouver International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Vancouver International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from US$185 and round-trip from US$323. Based on Trip.com's latest 7-day flight data.

      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Mon, Nov 2 | Delta Air Lines
        ORD 06:20
        6h 30m
        1 stop
        YVR 10:50
        Chicago - Vancouver | Mon, Nov 9 | Delta Air Lines
        US$323 US$521
        38% off
        38% off
        US$521 US$323
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Fri, Oct 30 | Delta Air Lines
        ORD 06:35
        10h 20m
        1 stop
        YVR 14:55
        Chicago - Vancouver | Sun, Nov 1 | Delta Air Lines
        US$327 US$521
        37% off
        37% off
        US$521 US$327
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Thu, Oct 29 | Delta Air Lines
        ORD 14:03
        10h 33m
        1 stop
        YVR 22:36
        Chicago - Vancouver | Mon, Nov 2 | Delta Air Lines
        US$329 US$521
        37% off
        37% off
        US$521 US$329
      • YVR 06:00
        10h 19m
        1 stop
        MDW 18:19
        Vancouver - Chicago | Sat, Oct 17 | Delta Air Lines
        ORD 06:20
        6h 30m
        1 stop
        YVR 10:50
        Chicago - Vancouver | Mon, Oct 19 | Delta Air Lines
        US$334
        36% off
        US$521 US$334
      • YVR 06:00
        9h 59m
        1 stop
        MDW 17:59
        Vancouver - Chicago | Fri, Oct 16 | Delta Air Lines
        ORD 06:20
        6h 30m
        1 stop
        YVR 10:50
        Chicago - Vancouver | Tue, Oct 20 | Delta Air Lines
        US$347
        33% off
        US$521 US$347
      • YVR 22:55
        9h 8m
        1 stop
        MDW 10:03
        Vancouver - Chicago | Mon, Oct 26 | Delta Air Lines
        ORD 17:30
        6h 55m
        1 stop
        YXX 22:25
        Chicago - Vancouver | Thu, Oct 29 | WestJet
        US$349
        33% off
        US$521 US$349
      • YVR 06:00
        10h 19m
        1 stop
        MDW 18:19
        Vancouver - Chicago | Mon, Oct 12 | Delta Air Lines
        ORD 12:50
        10h 20m
        1 stop
        YVR 21:10
        Chicago - Vancouver | Thu, Oct 15 | Delta Air Lines
        US$350
        33% off
        US$521 US$350
      • YVR 06:00
        10h 19m
        1 stop
        MDW 18:19
        Vancouver - Chicago | Tue, Oct 13 | Delta Air Lines
        ORD 17:30
        8h 45m
        1 stop
        YVR 00:15
        Chicago - Vancouver | Sun, Oct 18 | WestJet
        US$362
        31% off
        US$521 US$362
      • YVR 07:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Fri, Nov 20 | Delta Air Lines
        ORD 12:58
        7h 57m
        1 stop
        YVR 19:55
        Chicago - Vancouver | Thu, Nov 26 | Delta Air Lines
        US$369
        28% off
        US$521 US$369
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Fri, Nov 13 | Delta Air Lines
        ORD 06:35
        10h 19m
        1 stop
        YVR 15:54
        Chicago - Vancouver | Sun, Nov 15 | Delta Air Lines
        US$369
        28% off
        US$521 US$369
      • YVR 06:00
        8h 39m
        1 stop
        MDW 16:39
        Vancouver - Chicago | Tue, Nov 3 | Delta Air Lines
        ORD 12:50
        7h 56m
        1 stop
        YVR 18:46
        Chicago - Vancouver | Sun, Nov 8 | Delta Air Lines
        US$377
        28% off
        US$521 US$377
      • YVR 22:55
        9h 8m
        1 stop
        MDW 10:03
        Vancouver - Chicago | Fri, Oct 23 | Delta Air Lines
        ORD 15:40
        4h 35m
        Nonstop
        YVR 18:15
        Chicago - Vancouver | Mon, Oct 26 | Air Canada
        US$380
        27% off
        US$521 US$380
      • YVR 13:00
        17h 25m
        1 stop
        CHI 14:00
        Vancouver - Chicago | Thu, Oct 8 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        YVR 16:00
        Chicago - Vancouver | Sat, Oct 10 | Normal Airline
        More cheap flights
        More cheap flights
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Thu, Nov 12 | Delta Air Lines
        US$185 US$279
        34% off
        34% off
        US$279 US$185
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Tue, Nov 10 | Delta Air Lines
        US$185 US$279
        34% off
        34% off
        US$279 US$185
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Tue, Nov 3 | Delta Air Lines
        US$185 US$279
        34% off
        34% off
        US$279 US$185
      • YVR 07:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Fri, Nov 20 | Delta Air Lines
        US$186
        33% off
        US$279 US$186
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Sun, Nov 8 | Delta Air Lines
        US$187
        33% off
        US$279 US$187
      • YVR 06:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Mon, Nov 2 | Delta Air Lines
        US$188
        33% off
        US$279 US$188
      • YVR 06:15
        8h 35m
        1 stop
        MDW 16:50
        Vancouver - Chicago | Fri, Nov 6 | Delta Air Lines
        US$195
        30% off
        US$279 US$195
      • YVR 06:00
        10h 19m
        1 stop
        MDW 18:19
        Vancouver - Chicago | Wed, Oct 14 | Delta Air Lines
        US$196
        30% off
        US$279 US$196
      • YVR 06:00
        8h 39m
        1 stop
        MDW 16:39
        Vancouver - Chicago | Fri, Oct 30 | Delta Air Lines
        US$198
        28% off
        US$279 US$198
      • YVR 07:00
        8h 47m
        1 stop
        MDW 16:47
        Vancouver - Chicago | Mon, Nov 16 | Delta Air Lines
        US$199
        28% off
        US$279 US$199
      • YVR 07:50
        10h 20m
        1 stop
        MDW 20:10
        Vancouver - Chicago | Tue, Oct 13 | Flair Airlines
        US$203
        27% off
        US$279 US$203
      • YVR 06:00
        10h 19m
        1 stop
        MDW 18:19
        Vancouver - Chicago | Sun, Oct 18 | Delta Air Lines
        US$203
        27% off
        US$279 US$203
      • YVR 13:00
        17h 25m
        1 stop
        CHI 14:00
        Vancouver - Chicago | Thu, Oct 8 | Normal Airline
        More cheap flights
        More cheap flights

Displayed flight fares from Vancouver International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Vancouver International Airport to Chicago Midway International Airport?

The cheapest airline flying from Vancouver International Airport to Chicago Midway International Airport is Delta Air Lines (from US$185) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From US$185
Flair Airlines
From US$203
WestJet
From US$216
Air Canada
From US$218

Find more flights and airlines

What is the flight schedule from Vancouver International Airport to Chicago Midway International Airport?

Check on the flight schedule from Vancouver to Chicago to find the flight that matches your travel plan.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2875

    Vancouver International Airport

    06:00

    YVR

    4h 27m

    Nonstop

    11:27

    MSP

    S M T W T F S
    Search

  2. DL4714

    Minneapolis-Saint Paul International Airport

    15:00

    MSP

    1h 50m

    Nonstop

    16:50

    MDW

    S M T W T F S

  3. DL6887

    Vancouver International Airport

    22:55

    YVR

    5h

    Nonstop

    06:55

    ATL

    S M T W T F S
    Search

  4. DL1063

    Hartsfield–Jackson Atlanta International Airport

    09:10

    ATL

    1h 53m

    Nonstop

    10:03

    MDW

    S M T W T F S

  5. DL3887

    Vancouver International Airport

    19:35

    YVR

    2h 12m

    Nonstop

    20:47

    SEA

    S M T W T F S
    Search

  6. DL953

    Seattle-Tacoma International Airport

    23:53

    SEA

    3h 22m

    Nonstop

    05:15

    MSP

    S M T W T F S

  7. DL4712

    Minneapolis-Saint Paul International Airport

    07:00

    MSP

    1h 49m

    Nonstop

    08:49

    MDW

    S M T W T F S

  8. F8600

    Vancouver International Airport

    00:15

    YVR

    4h 40m

    Nonstop

    07:55

    YYZ

    - - T W T F S
    Search

  9. TS7314

    Billy Bishop Toronto City Airport

    13:45

    YTZ

    1h 50m

    Nonstop

    14:35

    MDW

    S M T W T F S

  10. WS736

    Vancouver International Airport

    22:35

    YVR

    4h 35m

    Nonstop

    06:10

    YYZ

    S M T W T F S
    Search

  11. TS7314

    Billy Bishop Toronto City Airport

    13:45

    YTZ

    1h 50m

    Nonstop

    14:35

    MDW

    S M T W T F S
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About Vancouver International Airport and Chicago Midway International Airport

Learn about Vancouver International Airport (YVR) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 2,856.33 km
Cheapest one-way ticket price US$185
Cheapest return ticket price US$323

FAQs for Vancouver International Airport to Chicago Midway International Airport Flights

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Vancouver International Airport to Chicago Midway International Airport currently start from US$185, and round-trip fares start from US$323. The current lowest fare is a Delta Air Lines flight departing on Thu, Nov 12; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Vancouver International Airport to Chicago Midway International Airport is US$415. Prices may vary depending on the departure date, airline, and availability.
  • Enter Vancouver International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations

Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.