Chicago to Calgary (MDW–YYC) — Airlines, Schedules & Connections

MDW Airport Page →
1,396 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 22 1-stop flights Verified 2w ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
DEN Denver 6h WN → ACUAWS Denver (DEN) to Calgary flights
MSP Minneapolis 6h 3m DLKEVS → AFDLVS Minneapolis (MSP) to Calgary flights
SLC Salt Lake City 6h 22m WN → AFAMDL Salt Lake City (SLC) to Calgary flights
BNA Nashville 6h 25m EJAWN → ASPWS Nashville (BNA) to Calgary flights
DTW Detroit 6h 31m AFDLKE → WS Detroit (DTW) to Calgary flights
SEA Seattle 7h 6m WN → ASAYCV Seattle (SEA) to Calgary flights
ATL Atlanta 7h 23m AFAMDL → CHGWS Atlanta (ATL) to Calgary flights
PDX Portland 7h 30m WN → WS Portland (PDX) to Calgary flights
LAS Las Vegas 7h 30m WN → CNKDEWS Las Vegas (LAS) to Calgary flights
PHX Phoenix 7h 40m WN → DEWS Phoenix (PHX) to Calgary flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Calgary
Connecting service available through multiple hubs.
1 Airlines 1,396 mi 4h 16m nonstop -1h behind

MDW–YYC had nonstop service from Air Canada, last on the schedule in August 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 1,396 miles in 4h 16m.

Also explore Browse available seat maps MDW Routes YYC Routes MDW Live Flights YYC Live Flights MDW Delays YYC Delays
All flights from Calgary (YYC) Calgary to Chicago flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop MDW–YYC service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
AC Air Canada 0 – – 67% Star Alliance –
Alliance coverage
Star Alliance: AC (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for MDW to YYC.
1-STOP
One-Stop Connections
22
Hubs
~6h
Fastest
~25h
Longest
DEN ~6h 0m MSP ~6h 3m SLC ~6h 22m BNA ~6h 25m DTW ~6h 31m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,891
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → YYC
67%
Moderate delays possible. Allow buffer time.
Departing
67%
Arriving
84%
Return
YYC → MDW
82%
Generally reliable. Most flights run on time.
Departing
82%
Arriving
60%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → YYC delays →
Alternatives

Other ways to reach Calgary from Chicago

Nearby airports with service to Calgary International Airport.
Metric MDW→YYC ORD→YYC MKE→YYC
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 10 2
Weekly flights – 68 1
Flight time 4h 16m 3h 48m 3h 18m
Departure OTP 67% – –
Chicago (ORD) to Calgary flights · Milwaukee (MKE) to Calgary flights
Airports within 200 miles of MDW with service to Calgary International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Calgary is 1 hour behind Chicago.
MDW: CDT · YYC: MDT

When it's 6:00 PM in Chicago, it's 5:00 PM in Calgary.
Distance & Flight Time
1,396 mi / 2,247 km
Nonstop flight time is approximately 4h 16m gate to gate.
Visa & Entry

US passport holders enter Canada without a visa for stays up to 6 months. No eTA is needed when arriving by air with a US passport. Passport must be valid for the duration of the stay. A return or onward ticket and proof of funds may be requested at the border.

Verify entry requirements with official sources before travel.
Facts

MDW–YYC Quick Facts

Key statistics for the Chicago to Calgary route.
Route details
Distance1,396 mi / 2,247 km
Flight time4h 16m
Time difference-1 hour
Airlines (nonstop)1
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: YYC
Full nameCalgary International Airport
IATA / ICAOYYC / CYYC
TimezoneAmerica/Edmonton
Passengers/yr18.0M
Elevation3,557 ft / 1,084 m
FAQ

Frequently Asked Questions

Common questions about MDW to YYC flights.
Nonstop flights from Chicago Midway International Airport to Calgary International Airport take about 4h 16m gate to gate. The route covers 1,396 miles.
1 airline operated the nonstop from MDW to YYC: Air Canada. The last scheduled nonstop was in August 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in August 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 4h 16m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Minneapolis–Saint Paul and Salt Lake City.
On a single ticket, yes. Your bags are checked through to YYC and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Calgary is 1 hour behind Chicago.
Yes, return flights from YYC to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD and MKE. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MDW to YYC

Chicago Midway International Airport (MDW) and Calgary International Airport (YYC) had nonstop service from Air Canada, last on the schedule in August 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

MDW to YYC Flight Duration and Schedule

Nonstop flight time from MDW to YYC is about 4 hours 16 minutes gate to gate. The route covers a distance of 1,396 miles (2,247 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver, Minneapolis–Saint Paul and Salt Lake City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).