$105+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YYC
Apr 12 — Apr 191
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 March 13, 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 March 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Sat 4/257:34 pm
MDW
- YYC
1 stop16h 26m
Multiple Airlines
Sat 5/27:00 am
YYC
- MDW
2 stops14h 14m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 3/9. 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 5/271:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Sun 5/316:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 3/9![Delta logo]()
$286
This Delta deal was found by Cheapflights users on 3/8. 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.
Sun 5/249:22 am
MDW
- YYC
2 stops12h 08m
Delta
Sat 5/306:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 3/8![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 3/12. 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 6/29:23 am
MDW
- YYC
2 stops14h 34m
Delta
Mon 6/86:35 am
YYC
- MDW
1 stop5h 32m
Delta
Deal found 3/12![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 3/10. 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.
Wed 5/271:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Wed 6/36:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 3/10![Delta logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/257:34 pm
MDW
- YYC
1 stop16h 26m
Multiple Airlines
Tue 4/2812:30 am
YYC
- MDW
1 stop18h 01m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 3/10. 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.
Wed 5/271:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Sat 5/306:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 3/10![Delta logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/86:00 am
MDW
- YYC
1 stop14h 09m
Multiple Airlines
Tue 4/1412:30 am
YYC
- MDW
1 stop18h 01m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 3/12. 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.
Sun 5/249:22 am
MDW
- YYC
2 stops12h 08m
Delta
Thu 5/286:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 3/12![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 3/8. 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.
Sun 5/249:22 am
MDW
- YYC
2 stops12h 08m
Delta
Sun 5/316:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 3/8![Delta logo]()
$325
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 March 13, 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 March 13, 2026.
This Delta deal was found by Cheapflights users on 3/10. 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.
Wed 5/271:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Fri 5/296:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 3/10![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 3/8. 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.
Tue 5/261:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Sun 5/316:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 3/8![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 3/11. 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 5/29:27 am
MDW
- YYC
2 stops12h 13m
Delta
Sat 5/96:45 am
YYC
- MDW
1 stop5h 34m
Delta
Deal found 3/11![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/11. 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 6/31:22 pm
MDW
- YYC
1 stop7h 43m
Delta
Sun 6/76:35 am
YYC
- MDW
1 stop5h 32m
Delta
Deal found 3/11![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 3/12. 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.
Fri 5/11:24 pm
MDW
- YYC
1 stop7h 41m
Delta
Sat 5/97:45 am
YYC
- MDW
2 stops9h 48m
Delta
Deal found 3/12![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/12. 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 5/289:23 am
MDW
- YYC
2 stops11h 17m
Delta
Thu 6/46:45 am
YYC
- MDW
1 stop10h 11m
Delta
Deal found 3/12![Delta logo]()
$458
This Delta deal was found by Cheapflights users on 3/12. 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 6/21:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Sun 6/76:35 am
YYC
- MDW
1 stop5h 32m
Delta
Deal found 3/12![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 3/9. 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 4/99:35 am
MDW
- YYC
2 stops12h 10m
Delta
Sun 4/126:30 am
YYC
- MDW
1 stop5h 54m
Delta
Deal found 3/9![Delta logo]()
$482
Last-minute flights from Midway to CalgaryDiscover last-minute flight deals from Midway to Calgary. Data last updated March 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Calgary. Data last updated March 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/12. 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 3/179:35 am
MDW
- YYC
2 stops12h 10m
Delta
Wed 3/256:30 am
YYC
- MDW
1 stop5h 55m
Delta
Deal found 3/12![Delta logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/86:00 am
MDW
- YYC
1 stop14h 09m
Multiple Airlines
Tue 4/1412:30 am
YYC
- MDW
1 stop18h 01m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 3/12. 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 4/99:35 am
MDW
- YYC
2 stops12h 10m
Delta
Thu 4/166:40 am
YYC
- MDW
2 stops10h 18m
Delta
Deal found 3/12![Delta logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Tue 4/216:10 am
MDW
- YYC
1 stop13h 59m
Multiple Airlines
Mon 4/277:00 am
YYC
- MDW
1 stop14h 19m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Wed 4/227:30 am
MDW
- YYC
2 stops15h 00m
Multiple Airlines
Wed 4/297:00 am
YYC
- MDW
1 stop11h 31m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/2311:00 am
MDW
- YYC
1 stop13h 45m
Multiple Airlines
Mon 4/277:00 am
YYC
- MDW
1 stop14h 19m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Sat 4/257:34 pm
MDW
- YYC
1 stop16h 26m
Multiple Airlines
Sat 5/27:00 am
YYC
- MDW
2 stops14h 14m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/257:34 pm
MDW
- YYC
1 stop16h 26m
Multiple Airlines
Tue 4/2812:30 am
YYC
- MDW
1 stop18h 01m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Wed 4/292:15 pm
MDW
- YYC
1 stop21h 45m
Multiple Airlines
Sun 5/39:00 pm
YYC
- MDW
2 stops21h 31m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$350
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 March 13, 2026.
Search for one-way flight options from Midway to Calgary. Find affordable one-way fares based on user searches. Data last updated March 13, 2026.
This Delta deal was found by Cheapflights users on 3/9. 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.
Tue 4/149:27 am
MDW
- YYC
2 stops12h 13m
Delta
Deal found 3/9![Delta logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:10 am
MDW
- YYC
1 stop12h 00m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 3/9. 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 4/179:29 am
MDW
- YYC
2 stops14h 31m
Delta
Deal found 3/9![Delta logo]()
$136
This Delta deal was found by Cheapflights users on 3/12. 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.
Sat 5/169:23 am
MDW
- YYC
2 stops14h 34m
Delta
Deal found 3/12![Delta logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Sun 4/266:00 am
MDW
- YYC
2 stops36h 00m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$141
This Delta deal was found by Cheapflights users on 3/12. 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.
Sun 5/249:22 am
MDW
- YYC
2 stops12h 08m
Delta
Deal found 3/12![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 3/12. 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.
Wed 5/271:59 pm
MDW
- YYC
1 stop7h 31m
Delta
Deal found 3/12![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 3/9. 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 4/139:29 am
MDW
- YYC
2 stops14h 31m
Delta
Deal found 3/9![Delta logo]()
$181
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 March 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $283 (Kiwi.com) |
One-way from | $105 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $348 |
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 March 13, 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
Wed 5/27
1:59 pm-8:30 pm
1 stop7h 31m
Calgary
Fri 5/29
6:45 am-5:56 pm
1 stop10h 11m
$309
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 5/26
1:59 pm-8:30 pm
1 stop7h 31m
Calgary
Sun 5/31
6:45 am-1:19 pm
1 stop5h 34m
$366
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Sat 5/2
9:27 am-8:40 pm
2 stops12h 13m
Calgary
Sat 5/9
6:45 am-1:19 pm
1 stop5h 34m
$369
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 6/3
1:22 pm-8:05 pm
1 stop7h 43m
Calgary
Sun 6/7
6:35 am-1:07 pm
1 stop5h 32m
$437
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Fri 5/1
1:24 pm-8:05 pm
1 stop7h 41m
Calgary
Sat 5/9
7:45 am-6:33 pm
2 stops9h 48m
$447
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 5/28
9:23 am-7:40 pm
2 stops11h 17m
Calgary
Thu 6/4
6:45 am-5:56 pm
1 stop10h 11m
$458
Quickest round-trip
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 6/2
1:59 pm-8:30 pm
1 stop7h 31m
Calgary
Sun 6/7
6:35 am-1:07 pm
1 stop5h 32m
$466
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Thu 4/9
9:35 am-8:45 pm
2 stops12h 10m
Calgary
Sun 4/12
6:30 am-1:24 pm
1 stop5h 54m
$482
Cheapest one-way
Quickest one-way
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Tue 4/14
2:12 pm-8:40 pm
1 stop7h 28m
$115
ChicagoCalgary
MDW - YYC
MDWYYC
Chicago Midway
Wed 4/29
6:10 am-5:10 pm
1 stop12h 00m
$135
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 March.
| 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.
Traveling to a place near Calgary?
Book flights to Calgary if you plan to visit one of these locationsCanmore
Airdrie
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