$140+ Cheap flights from Midway (MDW) to Calgary (YYC)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Oct 4 — Oct 111
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
Cheapest
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 September 4, 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 September 4, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 -
2 stops12h 13m
Sat 9/266:35 am -
1 stop5h 45m
Deal found 9/3![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 9/2. 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 9/192:00 pm -
1 stop7h 42m
Thu 9/246:35 am -
1 stop5h 45m
Deal found 9/2![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 9/3. 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 11/512:27 pm -
1 stop10h 13m
Tue 11/108:45 am -
2 stops13h 09m
Deal found 9/3![Delta logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/106:25 am -
1 stop11h 45m
Thu 9/1012:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/96:25 am -
1 stop11h 45m
Thu 9/1012:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/106:25 am -
1 stop11h 45m
Fri 9/1112:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/96:25 am -
1 stop11h 45m
Fri 9/1112:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$380
This Justfly.com deal was found by Cheapflights users on 9/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
1 stop7h 42m
Sat 9/266:35 am -
1 stop5h 45m
Deal found 9/2![WestJet logo]()
$387
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 September 4, 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 September 4, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 9/192:00 pm -
1 stop7h 42m
Sat 9/266:35 am -
1 stop5h 45m
Deal found 9/3![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 9/3. 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 11/512:27 pm -
2 stops12h 43m
Tue 11/108:45 am -
2 stops13h 09m
Deal found 9/3![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 9/1. 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 12/36:00 am -
1 stop13h 55m
Sun 12/68:45 am -
2 stops8h 16m
Deal found 9/1![Delta logo]()
$416
This Delta deal was found by Cheapflights users on 8/31. 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 -
1 stop7h 56m
Tue 10/67:00 am -
1 stop8h 14m
Deal found 8/31![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 9/2. 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 9/89:29 am -
2 stops12h 13m
Sat 9/126:35 am -
1 stop8h 25m
Deal found 9/2![Delta logo]()
$462
This Delta deal was found by Cheapflights users on 9/3. 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 10/210:48 am -
2 stops13h 18m
Fri 10/95:50 pm -
2 stops13h 54m
Deal found 9/3![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 9/2. 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 9/142:00 pm -
1 stop7h 42m
Mon 9/216:35 am -
1 stop5h 45m
Deal found 9/2![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 8/31. 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 10/2212:27 pm -
1 stop9h 13m
Fri 10/307:45 am -
2 stops13h 48m
Deal found 8/31![Delta logo]()
$534
This Delta deal was found by Cheapflights users on 9/2. 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 9/1011:35 am -
2 stops10h 07m
Sat 9/126:35 am -
1 stop8h 25m
Deal found 9/2![Delta logo]()
$558
This Delta deal was found by Cheapflights users on 9/2. 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 9/99:59 am -
2 stops9h 11m
Sat 9/126:35 am -
2 stops9h 22m
Deal found 9/2![Delta logo]()
$575
Last-minute flights from Midway to CalgaryDiscover last-minute flight deals from Midway to Calgary. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Calgary. Data last updated September 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/96:25 am -
1 stop11h 45m
Thu 9/1012:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/96:25 am -
1 stop11h 45m
Fri 9/1112:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/106:25 am -
1 stop11h 45m
Thu 9/1012:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/106:25 am -
1 stop11h 45m
Fri 9/1112:20 am -
1 stop16h 31m
Deal found 9/2![Multiple Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/2. 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 -
2 stops12h 13m
Thu 9/246:35 am -
1 stop5h 45m
Deal found 9/2![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 9/3. 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 9/192:00 pm -
1 stop7h 42m
Sat 9/266:35 am -
1 stop5h 45m
Deal found 9/3![Delta logo]()
$367
This Justfly.com deal was found by Cheapflights users on 9/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
1 stop7h 42m
Sat 9/266:35 am -
1 stop5h 45m
Deal found 9/2![WestJet logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 9/236:25 am -
1 stop11h 45m
Mon 9/287:05 am -
1 stop26h 55m
Deal found 9/3![Multiple Airlines logo]()
$400
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 September 4, 2026.
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Delta deal was found by Cheapflights users on 8/31. 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 11/1210:34 am -
2 stops14h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$140
This Delta deal was found by Cheapflights users on 9/2. 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 12/1712:39 pm -
2 stops12h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$145
This Delta deal was found by Cheapflights users on 9/2. 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 -
2 stops12h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$146
This Delta deal was found by Cheapflights users on 8/31. 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 10/2412:27 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 9/2. 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 1/119:55 am -
2 stops15h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$150
This Delta deal was found by Cheapflights users on 9/2. 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 10/1412:27 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$153
This Delta deal was found by Cheapflights users on 8/31. 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 10/2012:27 pm -
1 stop9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$159
This Delta deal was found by Cheapflights users on 9/3. 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 10/1712:27 pm -
2 stops11h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$160
This Delta deal was found by Cheapflights users on 8/30. 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 9/262:00 pm -
1 stop7h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 8/31. 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 9/142:00 pm -
1 stop7h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$165
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 September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $335 (Delta) |
One-way from | $140 (Delta) |
Popular in | July |
Cheapest in | January |
Average price | $370 |
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 7,457,451 searches. Data last updated September 4, 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 Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 10/24
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Wed 10/14
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$155
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Tue 10/20
12:27 pm-8:40 pm
1 stop9h 13m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$159
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 10/17
12:27 pm-11:12 pm
2 stops11h 45m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$160
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 9/26
2:00 pm-8:42 pm
1 stop7h 42m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Wed 10/28
10:12 am-11:10 pm
2 stops13h 58m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$164
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 9/19
2:00 pm-8:42 pm
1 stop7h 42m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$171
Quickest round-trip
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Tue 10/13
1:27 pm-8:05 pm
1 stop7h 38m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$196
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sun 10/11
6:04 am-5:10 pm
1 stop12h 06m
Calgary
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$200
ChicagoCalgary
MDW Chicago Midway - YYC Calgary
MDWYYC
Chicago Midway
Sat 9/19
2:00 pm-8:42 pm
1 stop7h 42m
Calgary
Sat 9/26
6:35 am-1:20 pm
1 stop5h 45m
$378
Showing 1-10 of 19 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 September.
| 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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