$136+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — MDW
Mar 15 — Mar 221
1 adult, Economy
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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
Best
Last-minute
One-way
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 February 13, 2026.
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 February 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:00 pm
YVR
- MDW
1 stop21h 24m
Multiple Airlines
Wed 3/116:05 am
MDW
- YVR
1 stop31h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:45 pm
YVR
- MDW
2 stops24h 34m
Multiple Airlines
Wed 3/116:05 am
MDW
- YVR
1 stop31h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:45 pm
YVR
- MDW
2 stops21h 22m
Multiple Airlines
Thu 3/53:26 pm
MDW
- YVR
1 stop27h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:30 am
YVR
- MDW
1 stop10h 57m
Multiple Airlines
Sat 3/76:00 am
MDW
- YVR
2 stops34h 40m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:35 pm
YVR
- MDW
2 stops19h 54m
Multiple Airlines
Thu 3/53:26 pm
MDW
- YVR
1 stop27h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/209:10 am
YVR
- MDW
1 stop8h 50m
Multiple Airlines
Mon 2/236:00 am
MDW
- YVR
2 stops34h 40m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1112:55 pm
YVR
- MDW
1 stop19h 10m
Multiple Airlines
Wed 3/1811:00 am
MDW
- YVR
1 stop14h 25m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/279:10 am
YVR
- MDW
1 stop12h 29m
Multiple Airlines
Fri 4/38:30 pm
MDW
- YVR
2 stops20h 10m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$416
Best flights from Vancouver Intl to MidwayDiscover 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 February 13, 2026.
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 February 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:45 pm
YVR
- MDW
2 stops24h 34m
Multiple Airlines
Wed 3/116:05 am
MDW
- YVR
1 stop31h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:37 pm
YVR
- MDW
2 stops11h 17m
Delta
Wed 3/41:29 pm
MDW
- YVR
2 stops12h 30m
Delta
Deal found 2/12![Delta logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:45 pm
YVR
- MDW
2 stops21h 22m
Multiple Airlines
Thu 3/53:26 pm
MDW
- YVR
1 stop27h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:20 am
YVR
- MDW
2 stops9h 17m
Delta
Tue 3/109:35 am
MDW
- YVR
2 stops13h 19m
Delta
Deal found 2/12![Delta logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/279:10 am
YVR
- MDW
1 stop12h 29m
Multiple Airlines
Fri 4/38:30 pm
MDW
- YVR
2 stops20h 10m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:20 am
YVR
- MDW
2 stops9h 17m
Delta
Wed 3/111:10 pm
MDW
- YVR
2 stops12h 49m
Delta
Deal found 2/9![Delta logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2911:00 pm
YVR
- MDW
1 stop21h 19m
Multiple Airlines
Sun 4/52:56 pm
MDW
- YVR
1 stop22h 16m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:37 pm
YVR
- MDW
2 stops11h 17m
Delta
Wed 3/111:10 pm
MDW
- YVR
2 stops12h 49m
Delta
Deal found 2/10![Delta logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:30 pm
YVR
- MDW
1 stop14h 10m
Multiple Airlines
Tue 5/265:35 pm
MDW
- YVR
2 stops18h 50m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$436
Last-minute flights from Vancouver Intl to MidwayDiscover last-minute flight deals from Vancouver Intl to Midway. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Vancouver Intl to Midway. Data last updated February 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/209:10 am
YVR
- MDW
1 stop8h 50m
Multiple Airlines
Mon 2/236:00 am
MDW
- YVR
2 stops34h 40m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2311:45 am
YVR
- MDW
2 stops29h 22m
Multiple Airlines
Sun 3/13:21 pm
MDW
- YVR
1 stop10h 38m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:35 pm
YVR
- MDW
2 stops19h 54m
Multiple Airlines
Thu 3/53:26 pm
MDW
- YVR
1 stop27h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:45 pm
YVR
- MDW
2 stops21h 22m
Multiple Airlines
Thu 3/53:26 pm
MDW
- YVR
1 stop27h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:30 am
YVR
- MDW
1 stop10h 57m
Multiple Airlines
Sat 3/76:00 am
MDW
- YVR
2 stops34h 40m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:45 pm
YVR
- MDW
2 stops24h 34m
Multiple Airlines
Wed 3/116:05 am
MDW
- YVR
1 stop31h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:00 pm
YVR
- MDW
1 stop21h 24m
Multiple Airlines
Wed 3/116:05 am
MDW
- YVR
1 stop31h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$255
One-way flights from Vancouver Intl to MidwaySearch for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from Vancouver Intl to Midway. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:45 pm
YVR
- MDW
2 stops21h 22m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:00 pm
YVR
- MDW
1 stop15h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$141
This Trip.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:45 pm
YVR
- MDW
2 stops21h 46m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:30 pm
YVR
- MDW
2 stops42h 17m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$152
This Trip.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:00 pm
YVR
- MDW
1 stop18h 31m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:10 pm
YVR
- MDW
3 stops38h 39m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:00 am
YVR
- MDW
2 stops13h 51m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2411:00 pm
YVR
- MDW
1 stop21h 19m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:00 pm
YVR
- MDW
1 stop19h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$167
Find 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 February 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $255 (Kiwi.com) |
One-way from | $136 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $388 |
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 2,558,603 searches. Data last updated February 13, 2026.
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
Thu 3/5
7:45 pm-10:19 pm
2 stops24h 34m
Chicago Midway
Wed 3/11
6:05 am-11:12 am
1 stop31h 07m
$286
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 3/2
7:45 pm-7:07 pm
2 stops21h 22m
Chicago Midway
Thu 3/5
3:26 pm-4:27 pm
1 stop27h 01m
$313
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 3/27
9:10 am-11:39 pm
1 stop12h 29m
Chicago Midway
Fri 4/3
8:30 pm-2:40 pm
2 stops20h 10m
$416
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Sun 3/29
11:00 pm-10:19 pm
1 stop21h 19m
Chicago Midway
Sun 4/5
2:56 pm-11:12 am
1 stop22h 16m
$427
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 5/21
5:30 pm-9:40 am
1 stop14h 10m
Chicago Midway
Tue 5/26
5:35 pm-10:25 am
2 stops18h 50m
$436
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Mon 3/2
7:37 pm-8:54 am
2 stops11h 17m
Chicago Midway
Wed 3/4
1:29 pm-11:59 pm
2 stops12h 30m
$440
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 3/5
6:20 am-5:37 pm
2 stops9h 17m
Chicago Midway
Tue 3/10
9:35 am-8:54 pm
2 stops13h 19m
$442
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Thu 3/5
6:20 am-5:37 pm
2 stops9h 17m
Chicago Midway
Wed 3/11
1:10 pm-11:59 pm
2 stops12h 49m
$446
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Fri 3/6
7:37 pm-8:54 am
2 stops11h 17m
Chicago Midway
Wed 3/11
1:10 pm-11:59 pm
2 stops12h 49m
$448
VancouverChicago
YVR - MDW
YVRMDW
Vancouver Intl
Wed 3/4
11:00 pm-4:16 pm
1 stop15h 16m
$141
Showing 1-10 of 18 results
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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Vancouver Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Vancouver Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
YVR-MDW
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
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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