Trip.com
>
Cheap Flights
>
Canada
>
Alberta
>
Calgary
>
Chicago to Calgary flight
>
Chicago Midway International Airport to Calgary International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Calgary International Airport over the next 90 days, with one-way fares from €99 and round-trip from €218. Based on Trip.com's latest 7-day flight data.

      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Wed, Sep 23 | Delta Air Lines
        YYC 01:00
        8h 17m
        1 stop
        ORD 10:17
        Calgary - Chicago | Tue, Sep 29 | Air Canada
        €218 €311
        30% off
        30% off
        €311 €218
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Thu, Sep 24 | Delta Air Lines
        YYC 01:00
        8h 17m
        1 stop
        ORD 10:17
        Calgary - Chicago | Wed, Sep 30 | Air Canada
        €218 €311
        30% off
        30% off
        €311 €218
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Wed, Sep 30 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Sun, Oct 4 | Air Canada
        €220 €311
        28% off
        28% off
        €311 €220
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Tue, Sep 29 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Thu, Oct 1 | Air Canada
        €220
        28% off
        €311 €220
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Mon, Sep 14 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Wed, Sep 16 | Air Canada
        €220
        28% off
        €311 €220
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Tue, Sep 22 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Mon, Sep 28 | Air Canada
        €222
        28% off
        €311 €222
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Wed, Oct 28 | Delta Air Lines
        YYC 06:35
        10h 35m
        1 stop
        ORD 18:10
        Calgary - Chicago | Fri, Oct 30 | Delta Air Lines
        €236
        24% off
        €311 €236
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Tue, Oct 27 | Delta Air Lines
        YYC 06:35
        10h 35m
        1 stop
        ORD 18:10
        Calgary - Chicago | Fri, Oct 30 | Delta Air Lines
        €236
        24% off
        €311 €236
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Sun, Oct 4 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Tue, Oct 6 | Air Canada
        €240
        23% off
        €311 €240
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Mon, Sep 28 | Delta Air Lines
        YYC 01:00
        8h 17m
        1 stop
        ORD 10:17
        Calgary - Chicago | Wed, Sep 30 | Air Canada
        €244
        22% off
        €311 €244
      • MDW 12:28
        9h 2m
        1 stop
        YYC 20:30
        Chicago - Calgary | Tue, Oct 6 | Delta Air Lines
        YYC 23:55
        8h 5m
        1 stop
        ORD 09:00
        Calgary - Chicago | Sun, Oct 11 | Air Canada
        €256
        18% off
        €311 €256
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Tue, Oct 20 | Delta Air Lines
        YYC 12:00
        3h 40m
        Direct
        ORD 16:40
        Calgary - Chicago | Fri, Oct 23 | WestJet
        €264
        15% off
        €311 €264
      • CHI 13:00
        17h 25m
        1 stop
        YYC 14:00
        Chicago - Calgary | Wed, Sep 9 | Normal Airline
        YYC 15:00
        6h
        Direct
        CHI 16:00
        Calgary - Chicago | Fri, Sep 11 | Normal Airline
        Find more flights
        Find more flights
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Sat, Oct 24 | Delta Air Lines
        €99 €160
        38% off
        38% off
        €160 €99
      • MDW 12:27
        9h 13m
        1 stop
        YYC 21:40
        Chicago - Calgary | Thu, Nov 5 | Delta Air Lines
        €99 €160
        38% off
        38% off
        €160 €99
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Wed, Oct 28 | Delta Air Lines
        €99 €160
        38% off
        38% off
        €160 €99
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Tue, Oct 27 | Delta Air Lines
        €99
        38% off
        €160 €99
      • MDW 12:27
        9h 13m
        1 stop
        YYC 20:40
        Chicago - Calgary | Thu, Oct 29 | Delta Air Lines
        €99
        38% off
        €160 €99
      • MDW 12:27
        9h 13m
        1 stop
        YYC 21:40
        Chicago - Calgary | Tue, Nov 3 | Delta Air Lines
        €99
        38% off
        €160 €99
      • MDW 12:30
        9h 24m
        1 stop
        YYC 20:54
        Chicago - Calgary | Tue, Oct 6 | Delta Air Lines
        €112
        30% off
        €160 €112
      • MDW 12:30
        9h 24m
        1 stop
        YYC 20:54
        Chicago - Calgary | Wed, Oct 21 | Delta Air Lines
        €116
        28% off
        €160 €116
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Tue, Sep 22 | Delta Air Lines
        €122
        24% off
        €160 €122
      • MDW 14:00
        7h 42m
        1 stop
        YYC 20:42
        Chicago - Calgary | Tue, Sep 29 | Delta Air Lines
        €129
        19% off
        €160 €129
      • MDW 12:27
        9h 13m
        1 stop
        YYC 21:40
        Chicago - Calgary | Mon, Nov 2 | Delta Air Lines
        €136
        15% off
        €160 €136
      • MDW 12:27
        9h 13m
        1 stop
        YYC 21:40
        Chicago - Calgary | Fri, Nov 6 | Delta Air Lines
        €136
        15% off
        €160 €136
      • CHI 13:00
        17h 25m
        1 stop
        YYC 14:00
        Chicago - Calgary | Wed, Sep 9 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Chicago Midway International Airport to Calgary International Airport are based on average prices across airlines for the next 3 months according to the latest Trip.com data.

Which airline offers the cheapest flights from Chicago Midway International Airport to Calgary International Airport?

The cheapest airline flying from Chicago Midway International Airport to Calgary International Airport is Delta Air Lines (from €99) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From €99
Frontier Airlines
From €167
Porter Airlines
From €214
WestJet
From €408

Find more flights and airlines

What is the flight schedule from Chicago Midway International Airport to Calgary International Airport?

Check the schedule for flights from Chicago to Calgary and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL4688

    Chicago Midway International Airport

    17:37

    MDW

    1h 16m

    Direct

    19:53

    DTW

    S M T W T F S
    Search

  2. DL6875

    Detroit Metropolitan Wayne County Airport

    18:10

    DTW

    4h 5m

    Direct

    20:15

    YYC

    S M T W T F S

  3. DL4820

    Chicago Midway International Airport

    13:51

    MDW

    1h 44m

    Direct

    15:35

    MSP

    S M T W T F S
    Search

  4. DL2485

    Minneapolis-Saint Paul International Airport

    18:50

    MSP

    2h 52m

    Direct

    20:42

    YYC

    S M T W T F S

  5. DL5469

    Chicago Midway International Airport

    10:12

    MDW

    1h 41m

    Direct

    11:53

    MSP

    S M T W T F S
    Search

  6. WS3817

    Minneapolis-Saint Paul International Airport

    16:00

    MSP

    2h 40m

    Direct

    18:40

    YQR

    S M T W T F S

  7. WS3377

    Regina International Airport

    19:00

    YQR

    1h 45m

    Direct

    20:45

    YYC

    S - T W T - -

  8. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  9. DL7203

    Hartsfield–Jackson Atlanta International Airport

    14:25

    ATL

    4h 45m

    Direct

    17:10

    YYC

    S M T W T F S

  10. DL5469

    Chicago Midway International Airport

    10:12

    MDW

    1h 41m

    Direct

    11:53

    MSP

    S M T W T F S
    Search

  11. DL2658

    Minneapolis-Saint Paul International Airport

    14:40

    MSP

    3h

    Direct

    16:40

    SLC

    S M T W T F S

  12. DL4113

    Salt Lake City International Airport

    21:05

    SLC

    2h 18m

    Direct

    23:23

    YYC

    S M T W T F S
Find more flights and airlines

About Chicago Midway International Airport and Calgary International Airport

Learn about Chicago Midway International Airport (MDW) and Calgary International Airport (YYC) — including location, terminals, transportation, and travel tips.

Flight distance 2,250.21km
Cheapest one-way ticket price €99
Cheapest return ticket price €218

FAQs for Chicago Midway International Airport to Calgary International Airport Flights

  • What is the transportation method from the main airport to downtown in Calgary?

    • The distance from Calgary International Airport to downtown is about 9km, by taxi about 20 minutes.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Chicago Midway International Airport to Calgary International Airport is €409. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Calgary International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Find Cheap Flights with Trip.com