MDW - YYC

Find cheap flights from Chicago Midway Airport to Calgary

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MDW — YYC
Jan 20 — Jan 271
Round-trip
1 adult
Economy
0 bags
From?
To?
Thu 1/20
Thu 1/27

When to book flights from Chicago Midway Airport to Calgary

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Morning departure is around 47% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago Midway Airport to Calgary flights

Top airline flying Chicago Midway to Calgary

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 30290 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

Had a crying baby the whole flight. When we arrived at the gate we had to wait for the gangway.

Read more about Delta

Had a crying baby the whole flight. When we arrived at the gate we had to wait for the gangway.

Cons: "The exit row that I paid up for, for leg room, didn't have extra leg room. First world problems."
Pros: "Boarding process need to be improved. Seat assignment is horrible"
Pros: "I needed extra space because of my pregnancy, but didn't realize I couldn't upgrade my seat online or at check in. I was advised to tell the Boarding attendants I needed extra space and they promptly changed my seat and let me preboard. I'm so grateful and I had a wonderful flight back home. I was also very sick, so it was a relief knowing I could rest comfortably before arriving home to my children."
Pros: "Smooth flying!"
Cons: "Better & more snacks.....no ice?"
Pros: "Amazing crew and seating. Worth the upgrade to premium."
Pros: "Diverted for unclear reasons. Stuck in TSY with hotel voucher to an overbooked hotel; trying to find out of pocket accommodations after long day of no food at MIDNIGHT was a real downer! I’ll let ya know if I make it home TODAY!!!"
Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."
Cons: "Nothing my timing was a bit off it all worked out well"
Pros: "Flight from Detroit to Phoenix had larger plane and more entertainment"
Cons: "Seats are so narrow. I barely made connecting flight in Detroit and there was no transportation to the next terminal. You’re on your own getting there and I almost didn’t make it. Both Detroit and Phoenix have nothing but wheelchairs and people pushing? Maybe we Should get some rickshaws?!"
Pros: "Crew was friendly"
Cons: "An hour and a half late, terrible communication about scheduling"
Pros: "nothing- the plane took of late and AGAIN with no reason given why - pilot blamed it on ATC"
Cons: "TAKING OFF ON TIME!! AN entertainment screen that actually worked, and not the very last seat in the plane (last row)."
Pros: "Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight."
Pros: "Got me there Safely"
Cons: "Couldn’t understand announcements... at all! By flight attendant or pilot"
Cons: "At least one hour late"
Pros: "Dinner was good, entertainment also"
Cons: "Thought thecComfort Plus seats were not as good as Air Canada. Air Canada also serves Premium Economy the same good and drinks etc as Business Class. Did not feel special in Comfort Plus. Sorry just my comparison and opinion"
Pros: "No problems"
Cons: "Takes so long to board plane"
Pros: "I liked that military boarded first."
Cons: "I think disabled US Veterans should board with active duty and retired military"
Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."
Pros: "Every aspect of this trip with Delta was super! We were on time, a bit early even. The flight was smooth and comfortable."
Cons: "I would prefer fresh fruit or vegetables as a snack."
Pros: "Great crew"
Cons: "AC was not working properly and it was very hot and miserable trip"
Pros: "The folks at Delta Airlines were great! Helpful and attentive both on the ground and onboard the plane."
Pros: "In flight movie in back of head rest. The kids thought I was the bomb when I booked this flight."
Cons: "The bathroom was smaller than my seat!"
Pros: "Crew was pleasant. Boarding was fast and efficient, nobody bumrushed."
Cons: "The non-reclining seat right next to the bathroom door opening should not exist. I was miserable there; I swear everyone on the plane made sure to take a dump on this <2 hour flight. Also none of the windows on any of these small planes line up with the actual positions of seats and it sucks."
Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."
Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"
Pros: "Food was good and so was the movie selection"
Cons: "Boarding was slow and the interviewers were disrespectful. Also I was upgraded last minute and I could never understand the system by which upgrades to first class are granted. Just because I used my points to buy the flight I wasn’t eligible for an upgrade to the one seat left in first class even though the flight is full and I am the first one on comfort+ upgrade list and there was no one on delta one upgrade list."
Pros: "The seats."
Cons: "In typical Delta fashion they boarded, deplane, board it again and then beat the plane. Blamed it on weather even though a full maintenance crew was beneath the plane in the entire time and, for the coup de gras moved a new flight an hour later 30 gate down. Classic Delta hopefully they'll be out of business in a year"
Pros: "Aside from the issue where we had to deplane and wait for another plane, the flight and crew were great."
Cons: "The delay from the plane problem."
Pros: "The staff at the gate were efficient and very friendly, as were the onboard staff."
Cons: "Haven't left yet!!!"
Pros: "Loved the easy check-in process, bag drop-off, boarding and flight."
Cons: "Not applicable."
Cons: "4+ total hour delay"
Pros: "Delta captain was very personable, kept us up to date when a slight delay was necessary."
Cons: "It took over 20 minutes to check our bags. Given that we paid $150 to "upgrade" to Economy Comfort for a ONE HOUR flight, it would have been nice if DAL enabled us to check in with Sky Priority."
Pros: "Makes all the difference to have Flight attendants and pilots all wonderful. Gratefully, ~Elana"
Pros: "The plane was really cool. Some more advanced technologies than other Airline companies. Crew was good too."
Cons: "Issue happened with my landing. Didn't make it in time to next gate. Delta did everything they could to blame me, insulted me on The phone and definitely provided the worst customer service"
Pros: "I had an open seat next to me."
Cons: "Bumpy flight"
Pros: "Loved the safety presentation made by the live stewardess!!"
Pros: "Fast and efficient boarding again! Most impressed!"
Cons: "Flight was delayed for an hour. That left around less than 30 minutes to on-board. More than 20 people missed their connecting flight too. The staff was way too confused. After asking what are the options no one knows how to reschedule and all kept saying that can only happen once you land to calgary."
Pros: "The crew of this flight were fun and personable without being intrusive."
Cons: "I think I caught a stomach bug on one of the 3 legs of this route. More likely on last 2, i.e. Mumbai to RDU, as I fell sick almost 10-12 hrs after my last flight meal."
Pros: "I always feel that the flight attendants on Delta truly care about your flight experience. The smile, the attentiveness, the thoroughness and giving you the attention you desire."
Cons: "Ran out of bananas before they got to me, no big deal and it looks like Delta is getting healthier options every year."
Pros: "A night flight well done. The snack choices were awesome, and the in flight entertainment was A+"
Pros: "Good for an economy flight"
Cons: "Too long"
Cons: "Not enough water on the flight and we landed in a parking lot and shuttled back to the airport."
Pros: "Boarding reasonably quickly; able to find overhead storage for my roll-on even in Zone 3; departed on time and arrived a little early."
Cons: "Very tightly packed; minimal comfort for the flight. MD-88 not as comfortable as the Airbus from Chi to Atl."
Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."
Pros: "everthing went well"
Pros: "The plane was surprisingly comfortable. The seats had USB ports. The touch screens were clear and responsive. Most importantly, the service of the flight attendants was excellent. I was quite happy."
COVID-19 information

Safety measures for airlines flying from Chicago Midway Airport to Calgary

Airlines flying from Chicago Midway Airport to Calgary have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago Midway Airport to Calgary

Mandatory masks

Masks required on board, masks provided on flights from Chicago Midway Airport to Calgary

Social distancing seating

Middle seats unavailable to book on flights from Chicago Midway Airport to Calgary

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago Midway Airport to Calgary

Flexible cancellations

Waiving of change fees. Search flexible flights from Chicago Midway Airport to Calgary

Book cheap flights from Chicago Midway Airport to Calgary

Recent round-trip flight deals

4/8Fri
1 stopMultiple Airlines
11h 30mMDW-YYC
4/10Sun
1 stopMultiple Airlines
12h 25mYYC-MDW
$389
3/27Sun
1 stopMultiple Airlines
23h 15mMDW-YYC
3/31Thu
1 stopMultiple Airlines
10h 00mYYC-MDW
$407
2/11Fri
1 stopDelta
7h 36mMDW-YYC
2/13Sun
1 stopDelta
7h 12mYYC-MDW
$418
2/11Fri
1 stopDelta
7h 36mMDW-YYC
2/13Sun
2 stopsDelta
7h 11mYYC-MDW
$427
2/11Fri
2 stopsDelta
12h 06mMDW-YYC
2/13Sun
2 stopsDelta
7h 11mYYC-MDW
$432
3/20Sun
1 stopDelta
7h 35mMDW-YYC
3/26Sat
1 stopDelta
7h 29mYYC-MDW
$435
4/7Thu
1 stopMultiple Airlines
11h 10mMDW-YYC
4/9Sat
1 stopMultiple Airlines
11h 40mYYC-MDW
$438
4/3Sun
1 stopDelta
7h 35mMDW-YYC
4/30Sat
2 stopsDelta
12h 30mYYC-MDW
$444
5/4Wed
1 stopDelta
7h 35mMDW-YYC
5/14Sat
1 stopDelta
7h 00mYYC-MDW
$447
3/19Sat
1 stopDelta
15h 06mMDW-YYC
3/26Sat
1 stopDelta
7h 29mYYC-MDW
$449
3/20Sun
1 stopDelta
7h 35mMDW-YYC
3/25Fri
1 stopDelta
7h 09mYYC-MDW
$452
4/4Mon
1 stopDelta
11h 13mMDW-YYC
4/30Sat
2 stopsDelta
12h 30mYYC-MDW
$458
3/19Sat
1 stopDelta
11h 13mMDW-YYC
3/25Fri
1 stopDelta
7h 09mYYC-MDW
$467
6/26Sun
1 stopMultiple Airlines
22h 50mMDW-YYC
7/3Sun
1 stopMultiple Airlines
14h 02mYYC-MDW
$468
5/28Sat
1 stopMultiple Airlines
10h 18mMDW-YYC
6/3Fri
1 stopMultiple Airlines
8h 57mYYC-MDW
$473
6/1Wed
2 stopsDelta
9h 40mMDW-YYC
6/4Sat
1 stopDelta
7h 00mYYC-MDW
$476
3/4Fri
2 stopsDelta
12h 06mMDW-YYC
3/7Mon
1 stopDelta
7h 09mYYC-MDW
$477
6/26Sun
2 stopsDelta
9h 40mMDW-YYC
7/3Sun
2 stopsDelta
8h 55mYYC-MDW
$481
3/27Sun
3 stopsMultiple Airlines
20h 00mMDW-YYC
3/31Thu
1 stopMultiple Airlines
10h 10mYYC-MDW
$498
6/3Fri
1 stopMultiple Airlines
11h 30mMDW-YYC
6/10Fri
1 stopMultiple Airlines
8h 57mYYC-MDW
$517

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Recent one-way flight deals

6/10Fri
1 stopMultiple Airlines
11h 30mMDW-YYC
$173
2/15Tue
1 stopDelta
7h 36mMDW-YYC
$183
2/15Tue
2 stopsDelta
10h 13mMDW-YYC
$188
6/18Sat
1 stopDelta
8h 08mMDW-YYC
$210
6/1Wed
2 stopsDelta
9h 40mMDW-YYC
$215
6/6Mon
1 stopMultiple Airlines
12h 00mMDW-YYC
$219
6/16Thu
2 stopsMultiple Airlines
10h 11mMDW-YYC
$234
5/31Tue
1 stopDelta
8h 08mMDW-YYC
$239
6/3Fri
1 stopMultiple Airlines
11h 20mMDW-YYC
$243
6/2Thu
1 stopMultiple Airlines
11h 33mMDW-YYC
$246
6/8Wed
1 stopDelta
10h 35mMDW-YYC
$248
6/30Thu
1 stopDelta
8h 08mMDW-YYC
$268
6/3Fri
2 stopsDelta
16h 36mMDW-YYC
$273
6/1Wed
1 stopDelta
8h 08mMDW-YYC
$277
1/27Thu
1 stopDelta
7h 36mMDW-YYC
$279
6/30Thu
3 stopsMultiple Airlines
34h 50mMDW-YYC
$285
6/10Fri
2 stopsMultiple Airlines
14h 12mMDW-YYC
$286
6/30Thu
3 stopsMultiple Airlines
39h 45mMDW-YYC
$293
6/30Thu
2 stopsMultiple Airlines
29h 00mMDW-YYC
$298
6/30Thu
2 stopsMultiple Airlines
29h 00mMDW-YYC
$308

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Chicago Midway Airport - Calgary Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Calgary (YYC)Canada

Return flight deals:

Calgary - Chicago Midway Airport

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