$92+ Cheap flights from Midway (MDW) to Calgary (YYC)
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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Mar 13 — Mar 201
1 adult, Economy
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Find cheap flights from Midway to Calgary with Cheapflights
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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
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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 Midway to Calgary
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Cheapest flights from Midway to CalgaryExplore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
Explore the most affordable flight options available from Midway to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 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.
Mon 4/276:15 am
MDW
- YYC
1 stop30h 55m
Multiple Airlines
Wed 4/297:25 pm
YYC
- MDW
1 stop18h 24m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$252
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 5/76:15 am
MDW
- YYC
1 stop12h 10m
Multiple Airlines
Sun 5/107:00 am
YYC
- MDW
1 stop11h 31m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 2/7. 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 4/32:05 pm
MDW
- YYC
1 stop7h 40m
Delta
Sat 4/116:30 am
YYC
- MDW
1 stop5h 55m
Delta
Deal found 2/7![Delta logo]()
$271
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.
Wed 4/159:27 am
MDW
- YYC
2 stops12h 13m
Delta
Wed 4/226:40 am
YYC
- MDW
2 stops10h 18m
Delta
Deal found 2/9![Delta logo]()
$286
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.
Sat 5/239:22 am
MDW
- YYC
2 stops12h 08m
Delta
Sat 5/306:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 2/9![Delta logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 4/306:00 am
MDW
- YYC
1 stop12h 10m
Multiple Airlines
Mon 5/46:25 pm
YYC
- MDW
1 stop14h 15m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$300
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.
Sat 5/29:27 am
MDW
- YYC
2 stops12h 13m
Delta
Sat 5/96:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 2/10![Delta logo]()
$309
Best flights from Midway to CalgaryDiscover carefully curated flight deals from Midway to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
Discover carefully curated flight deals from Midway to Calgary that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
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.
Wed 4/159:27 am
MDW
- YYC
2 stops12h 13m
Delta
Wed 4/226:40 am
YYC
- MDW
1 stop5h 52m
Delta
Deal found 2/9![Delta logo]()
$296
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.
Sun 3/19:04 pm
MDW
- YYC
2 stops23h 11m
Multiple Airlines
Wed 3/48:55 am
YYC
- MDW
1 stop9h 12m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$344
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.
Sun 5/249:22 am
MDW
- YYC
2 stops12h 08m
Delta
Sat 5/306:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 2/9![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 2/8. 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 3/21:49 pm
MDW
- YYC
1 stop8h 05m
Delta
Thu 3/56:30 am
YYC
- MDW
2 stops10h 07m
Delta
Deal found 2/8![Delta logo]()
$311
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 3/72:16 pm
MDW
- YYC
1 stop9h 30m
Multiple Airlines
Tue 3/107:40 pm
YYC
- MDW
2 stops13h 45m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 2/8. 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.
Sat 5/169:22 am
MDW
- YYC
2 stops12h 08m
Delta
Sat 5/236:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 2/8![Delta logo]()
$336
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.
Fri 5/11:23 pm
MDW
- YYC
1 stop7h 42m
Delta
Sat 5/96:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 2/9![Delta logo]()
$361
Last-minute flights from Midway to CalgaryDiscover last-minute flight deals from Midway to Calgary. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Calgary. Data last updated February 11, 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 2/276:00 am
MDW
- YYC
1 stop14h 09m
Multiple Airlines
Mon 3/212:30 am
YYC
- MDW
1 stop17h 37m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$359
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.
Sun 3/19:04 pm
MDW
- YYC
2 stops23h 11m
Multiple Airlines
Wed 3/48:55 am
YYC
- MDW
1 stop9h 12m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$344
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.
Sun 3/19:34 am
MDW
- YYC
2 stops12h 20m
Delta
Sat 3/76:30 am
YYC
- MDW
1 stop8h 44m
Delta
Deal found 2/9![Delta logo]()
$389
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.
Mon 3/21:49 pm
MDW
- YYC
1 stop8h 05m
Delta
Thu 3/56:30 am
YYC
- MDW
1 stop5h 35m
Delta
Deal found 2/9![Delta logo]()
$311
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.
Mon 3/21:49 pm
MDW
- YYC
1 stop8h 05m
Delta
Fri 3/66:30 am
YYC
- MDW
1 stop5h 35m
Delta
Deal found 2/9![Delta logo]()
$366
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 3/69:50 am
MDW
- YYC
2 stops14h 15m
Delta
Tue 3/106:30 am
YYC
- MDW
1 stop5h 55m
Delta
Deal found 2/10![Delta logo]()
$379
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 3/72:16 pm
MDW
- YYC
1 stop9h 30m
Multiple Airlines
Tue 3/107:40 pm
YYC
- MDW
2 stops13h 45m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$358
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 3/116:05 am
MDW
- YYC
2 stops35h 10m
Multiple Airlines
Wed 3/188:55 am
YYC
- MDW
1 stop12h 24m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 2/8. 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.
Wed 3/259:35 am
MDW
- YYC
2 stops12h 10m
Delta
Wed 4/16:30 am
YYC
- MDW
1 stop5h 55m
Delta
Deal found 2/8![Delta logo]()
$368
One-way flights from Midway to CalgarySearch for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated February 11, 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.
Fri 5/156:15 am
MDW
- YYC
2 stops19h 29m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$92
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 4/246:15 am
MDW
- YYC
2 stops15h 02m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$94
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.
Tue 3/101:10 pm
MDW
- YYC
2 stops10h 52m
Delta
Deal found 2/10![Delta logo]()
$111
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:00 am
MDW
- YYC
1 stop14h 09m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 5/36:00 am
MDW
- YYC
1 stop30h 00m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 5/106:00 am
MDW
- YYC
2 stops36h 00m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 4/302:20 pm
MDW
- YYC
1 stop21h 40m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 5/92:20 pm
MDW
- YYC
1 stop21h 40m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$143
Find flight deals from Midway to Calgary
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Calgary (YYC). 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 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $252 (Kiwi.com) |
One-way from | $92 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $243 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Calgary 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 11, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Calgary that are best for you.
Fly from
Midway
Fly to
Calgary
Route
Depart
Return
Price
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 4/15
9:27 am-8:40 pm
2 stops12h 13m
Calgary
Wed 4/22
6:40 am-1:32 pm
1 stop5h 52m
$296
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sun 5/24
9:22 am-8:30 pm
2 stops12h 08m
Calgary
Sat 5/30
6:45 am-1:19 pm
1 stop5h 34m
$298
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Mon 3/2
1:49 pm-8:54 pm
1 stop8h 05m
Calgary
Thu 3/5
6:30 am-5:37 pm
2 stops10h 07m
$311
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 5/16
9:22 am-8:30 pm
2 stops12h 08m
Calgary
Sat 5/23
6:45 am-5:56 pm
1 stop10h 11m
$336
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sun 3/1
9:04 pm-7:15 pm
2 stops23h 11m
Calgary
Wed 3/4
8:55 am-7:07 pm
1 stop9h 12m
$344
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 3/7
2:16 pm-10:46 pm
1 stop9h 30m
Calgary
Tue 3/10
7:40 pm-10:25 am
2 stops13h 45m
$358
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 5/1
1:23 pm-8:05 pm
1 stop7h 42m
Calgary
Sat 5/9
6:45 am-1:19 pm
1 stop5h 34m
$361
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 5/15
6:15 am-12:44 am
2 stops19h 29m
$92
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 4/2
6:00 am-7:09 pm
1 stop14h 09m
$132
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 4/24
6:00 am-7:09 pm
1 stop14h 09m
$134
Showing 1-10 of 14 results
Compare providers for flights from Midway to Calgary
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 Midway to Calgary in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Calgary flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Calgary 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 Chicago Midway Airport-Calgary 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 Midway to Calgary
Have a flexible travel schedule? Discover the best time to fly to Calgary from Midway with our price prediction graph.
MDW-YYC
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 Midway to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Book flights to Calgary if you plan to visit one of these locationsCanmore
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