$140+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Aug 21 — Aug 281
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 7/17. 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 9/21:51 pm
MDW
- YYC
1 stop7h 44m
Delta
Wed 9/96:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/17![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 7/20. 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 9/222:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Sat 9/266:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/20![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 7/20. 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 11/1312:30 pm
MDW
- YYC
2 stops11h 43m
Delta
Tue 11/177:45 am
YYC
- MDW
1 stop8h 05m
Delta
Deal found 7/20![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 7/19. 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 7/19![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 7/18. 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 9/102:00 pm
MDW
- YYC
1 stop7h 42m
Delta
Tue 9/156:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/18![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 7/21. 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 10/2412:28 pm
MDW
- YYC
1 stop9h 02m
Delta
Wed 10/287:45 am
YYC
- MDW
1 stop7h 54m
Delta
Deal found 7/21![Delta logo]()
$351
This Kissandfly.com deal was found by Cheapflights users on 7/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:00 pm
MDW
- YYC
1 stop7h 42m
KLM
Sat 10/311:00 am
YYC
- MDW
1 stop6h 22m
KLM
Deal found 7/19![KLM logo]()
$355
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 7/18. 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 9/199:29 am
MDW
- YYC
2 stops12h 13m
Delta
Sat 9/266:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/18![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 7/20. 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 11/1312:30 pm
MDW
- YYC
2 stops11h 43m
Delta
Fri 11/207:45 am
YYC
- MDW
1 stop8h 05m
Delta
Deal found 7/20![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 7/18. 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 34m
Delta
Deal found 7/18![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 7/21. 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 10/209:29 am
MDW
- YYC
2 stops12h 01m
Delta
Fri 10/307:45 am
YYC
- MDW
1 stop7h 54m
Delta
Deal found 7/21![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 7/17. 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 7/17![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 7/18. 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 12/2511:20 am
MDW
- YYC
2 stops8h 55m
Delta
Tue 12/2912:30 am
YYC
- MDW
1 stop10h 26m
Delta
Deal found 7/18![Delta logo]()
$507
This Delta deal was found by Cheapflights users on 7/18. 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 12/2411:20 am
MDW
- YYC
1 stop10h 34m
Delta
Fri 1/17:45 am
YYC
- MDW
1 stop8h 05m
Delta
Deal found 7/18![Delta logo]()
$525
This Delta deal was found by Cheapflights users on 7/17. 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 9/39:59 am
MDW
- YYC
2 stops14h 05m
Delta
Thu 9/106:35 am
YYC
- MDW
1 stop5h 45m
Delta
Deal found 7/17![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 7/21. 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 10/41:19 pm
MDW
- YYC
1 stop7h 56m
Delta
Sat 10/1012:20 am
YYC
- MDW
1 stop8h 32m
Delta
Deal found 7/21![Delta logo]()
$545
This Delta deal was found by Cheapflights users on 7/18. 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 12/2511:20 am
MDW
- YYC
2 stops8h 55m
Delta
Thu 12/317:45 am
YYC
- MDW
1 stop8h 05m
Delta
Deal found 7/18![Delta logo]()
$570
Last-minute flights from Midway to CalgaryDiscover last-minute flight deals from Midway to Calgary. Data last updated July 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Calgary. Data last updated July 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/19. 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 7/211:49 pm
MDW
- YYC
1 stop7h 46m
Delta
Sat 7/256:45 am
YYC
- MDW
1 stop10h 07m
Delta
Deal found 7/19![Delta logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/1212:20 am
YYC
- MDW
1 stop8h 31m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/1111:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Mon 8/1712:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/1111:06 am
MDW
- YYC
1 stop11h 44m
Multiple Airlines
Wed 8/197:00 am
YYC
- MDW
1 stop14h 47m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$452
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/1811:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Tue 8/259:00 pm
YYC
- MDW
2 stops12h 55m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$434
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/1811:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Fri 8/2111:40 am
YYC
- MDW
1 stop10h 07m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/1911:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Wed 8/267:00 am
YYC
- MDW
1 stop14h 47m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 7/17![Multiple Airlines logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/2511:50 am
MDW
- YYC
1 stop11h 00m
Multiple Airlines
Sat 9/512:20 am
YYC
- MDW
1 stop9h 35m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$456
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 22, 2026.
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
This Delta deal was found by Cheapflights users on 7/18. 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 10/66:00 am
MDW
- YYC
2 stops18h 04m
Delta
Deal found 7/18![Delta logo]()
$140
This Delta deal was found by Cheapflights users on 7/21. 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 11/1112:30 pm
MDW
- YYC
2 stops11h 43m
Delta
Deal found 7/21![Delta logo]()
$141
This Delta deal was found by Cheapflights users on 7/19. 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 9/21:51 pm
MDW
- YYC
1 stop7h 44m
Delta
Deal found 7/19![Delta logo]()
$147
This Delta deal was found by Cheapflights users on 7/18. 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 8/189:59 am
MDW
- YYC
2 stops14h 05m
Delta
Deal found 7/18![Delta logo]()
$152
This Delta deal was found by Cheapflights users on 7/20. 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 7/20![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 7/19. 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 7/19![Delta logo]()
$158
This Delta deal was found by Cheapflights users on 7/21. 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 10/2012:28 pm
MDW
- YYC
1 stop9h 02m
Delta
Deal found 7/21![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 7/17. 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
Deal found 7/17![Delta logo]()
$173
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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $310 (Delta) |
One-way from | $140 (Delta) |
Popular in | July |
Cheapest in | January |
Average price | $441 |
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 22, 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
Sat 9/19
9:29 am-8:42 pm
2 stops12h 13m
Calgary
Sat 9/26
6:35 am-1:20 pm
1 stop5h 45m
$367
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 11/13
12:30 pm-12:13 am
2 stops11h 43m
Calgary
Fri 11/20
7:45 am-3:50 pm
1 stop8h 05m
$368
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-11:54 am
1 stop10h 34m
$433
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 10/20
9:29 am-8:30 pm
2 stops12h 01m
Calgary
Fri 10/30
7:45 am-4:39 pm
1 stop7h 54m
$475
Quickest round-trip
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
$482
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 12/25
11:20 am-8:15 pm
2 stops8h 55m
Calgary
Tue 12/29
12:30 am-10:56 am
1 stop10h 26m
$507
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 12/24
11:20 am-9:54 pm
1 stop10h 34m
Calgary
Fri 1/1
7:45 am-3:50 pm
1 stop8h 05m
$525
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 9/3
9:59 am-11:04 pm
2 stops14h 05m
Calgary
Thu 9/10
6:35 am-1:20 pm
1 stop5h 45m
$526
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sun 10/4
1:19 pm-8:15 pm
1 stop7h 56m
Calgary
Sat 10/10
12:20 am-9:52 am
1 stop8h 32m
$545
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 12/25
11:20 am-8:15 pm
2 stops8h 55m
Calgary
Thu 12/31
7:45 am-3:50 pm
1 stop8h 05m
$570
Showing 1-10 of 17 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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