$154+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Aug 15 — Aug 221
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Calgary 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 Midway to Calgary
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Best
Last-minute
One-way
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 July 16, 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 July 16, 2026.
This Delta deal was found by Cheapflights users on 7/15. 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 10/1612:28 pm
MDW
- YYC
1 stop9h 02m
Delta
Tue 10/207:45 am
YYC
- MDW
1 stop7h 54m
Delta
Deal found 7/15![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 7/12. 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.
Tue 11/312:28 pm
MDW
- YYC
1 stop9h 02m
Delta
Mon 11/97:45 am
YYC
- MDW
2 stops13h 25m
Delta
Deal found 7/12![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 7/15. 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 10/159:59 am
MDW
- YYC
2 stops14h 05m
Delta
Tue 10/207:45 am
YYC
- MDW
1 stop7h 54m
Delta
Deal found 7/15![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Tue 9/296:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/11![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 7/14. 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 8/259:59 am
MDW
- YYC
2 stops14h 05m
Delta
Tue 9/16:45 am
YYC
- MDW
1 stop5h 25m
Delta
Deal found 7/14![Delta logo]()
$385
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 July 16, 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 July 16, 2026.
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:19 pm
MDW
- YYC
1 stop7h 56m
Delta
Sun 10/412:20 am
YYC
- MDW
1 stop10h 35m
Delta
Deal found 7/11![Delta logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 10/17:25 am
MDW
- YYC
2 stops13h 50m
Multiple Airlines
Sun 10/412:20 am
YYC
- MDW
1 stop9h 38m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:59 am
MDW
- YYC
2 stops10h 41m
Delta
Sat 9/267:00 am
YYC
- MDW
2 stops10h 19m
Delta
Deal found 7/11![Delta logo]()
$436
This Delta deal was found by Cheapflights users on 7/14. 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 8/269:59 am
MDW
- YYC
2 stops14h 05m
Delta
Fri 9/42:15 pm
YYC
- MDW
1 stop17h 24m
Delta
Deal found 7/14![Delta logo]()
$443
This Delta deal was found by Cheapflights users on 7/16. 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 9/69:59 am
MDW
- YYC
2 stops10h 41m
Delta
Mon 9/147:00 am
YYC
- MDW
2 stops10h 19m
Delta
Deal found 7/16![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 7/15. 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 10/16:05 am
MDW
- YYC
2 stops18h 01m
Delta
Tue 10/67:00 am
YYC
- MDW
2 stops8h 39m
Delta
Deal found 7/15![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 7/13. 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 9/232:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Sun 9/276:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/13![Delta logo]()
$495
This Delta deal was found by Cheapflights users on 7/16. 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 9/69:59 am
MDW
- YYC
1 stop11h 36m
Delta
Sat 9/126:35 am
YYC
- MDW
1 stop8h 25m
Delta
Deal found 7/16![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 7/12. 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.
Tue 9/11:51 pm
MDW
- YYC
1 stop7h 44m
Delta
Sun 9/66:45 am
YYC
- MDW
1 stop8h 12m
Delta
Deal found 7/12![Delta logo]()
$573
This Delta deal was found by Cheapflights users on 7/14. 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 9/82:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Sat 9/126:35 am
YYC
- MDW
1 stop8h 25m
Delta
Deal found 7/14![Delta logo]()
$600
Last-minute flights from Midway to CalgaryDiscover last-minute flight deals from Midway to Calgary. Data last updated July 16, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Calgary. Data last updated July 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/1011:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Wed 8/199:00 pm
YYC
- MDW
2 stops12h 55m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/1011:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Mon 8/1712:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/1011:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Wed 8/1912:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/1011:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Thu 8/2012:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Thu 8/206:05 am
MDW
- YYC
1 stop12h 05m
Multiple Airlines
Fri 8/2811:40 am
YYC
- MDW
1 stop10h 07m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/2111:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Fri 8/2812:20 am
YYC
- MDW
1 stop9h 30m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 7/14. 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 8/259:59 am
MDW
- YYC
2 stops14h 05m
Delta
Tue 9/16:45 am
YYC
- MDW
1 stop5h 25m
Delta
Deal found 7/14![Delta logo]()
$385
This Delta deal was found by Cheapflights users on 7/14. 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 8/259:59 am
MDW
- YYC
2 stops14h 05m
Delta
Fri 9/42:15 pm
YYC
- MDW
1 stop17h 24m
Delta
Deal found 7/14![Delta logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Wed 8/2611:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Thu 8/2712:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Wed 8/2611:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Mon 8/317:00 am
YYC
- MDW
1 stop14h 47m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$415
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 July 16, 2026.
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated July 16, 2026.
This Delta deal was found by Cheapflights users on 7/16. 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 9/302:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Deal found 7/16![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 7/15. 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 10/29:59 am
MDW
- YYC
2 stops14h 07m
Delta
Deal found 7/15![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 7/15. 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 10/16:05 am
MDW
- YYC
2 stops18h 01m
Delta
Deal found 7/15![Delta logo]()
$166
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:59 am
MDW
- YYC
2 stops14h 05m
Delta
Deal found 7/11![Delta logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Mon 8/3111:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 9/163:20 pm
MDW
- YYC
2 stops30h 05m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$184
This Delta deal was found by Cheapflights users on 7/14. 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 8/19:54 am
MDW
- YYC
2 stops14h 04m
Delta
Deal found 7/14![Delta logo]()
$189
This Delta deal was found by Cheapflights users on 7/15. 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 9/171:19 pm
MDW
- YYC
1 stop7h 56m
Delta
Deal found 7/15![Delta logo]()
$194
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 July 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (Delta) |
One-way from | $154 (Delta) |
Popular in | July |
Cheapest in | January |
Average price | $420 |
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 July 16, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Calgary that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 10/1
1:19 pm-8:15 pm
1 stop7h 56m
Calgary
Sun 10/4
12:20 am-11:55 am
1 stop10h 35m
$433
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 9/19
9:59 am-7:40 pm
2 stops10h 41m
Calgary
Sat 9/26
7:00 am-6:19 pm
2 stops10h 19m
$436
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 8/26
9:59 am-11:04 pm
2 stops14h 05m
Calgary
Fri 9/4
2:15 pm-8:39 am
1 stop17h 24m
$443
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sun 9/6
9:59 am-7:40 pm
2 stops10h 41m
Calgary
Mon 9/14
7:00 am-6:19 pm
2 stops10h 19m
$455
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 10/1
6:05 am-11:06 pm
2 stops18h 01m
Calgary
Tue 10/6
7:00 am-4:39 pm
2 stops8h 39m
$474
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 10/1
7:25 am-8:15 pm
2 stops13h 50m
Calgary
Sun 10/4
12:20 am-10:58 am
1 stop9h 38m
$494
Quickest round-trip
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 9/23
2:00 pm-8:42 pm
1 stop7h 42m
Calgary
Sun 9/27
6:35 am-1:20 pm
1 stop5h 45m
$495
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sun 9/6
9:59 am-8:35 pm
1 stop11h 36m
Calgary
Sat 9/12
6:35 am-4:00 pm
1 stop8h 25m
$571
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 9/1
1:51 pm-8:35 pm
1 stop7h 44m
Calgary
Sun 9/6
6:45 am-3:57 pm
1 stop8h 12m
$573
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 9/8
2:00 pm-8:42 pm
1 stop7h 42m
Calgary
Sat 9/12
6:35 am-4:00 pm
1 stop8h 25m
$600
Showing 1-10 of 16 resultsSorted by cheapest first
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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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.
Traveling to a place near Calgary?
Book flights to Calgary if you plan to visit one of these locationsCanmore
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