Calgary to Chicago/Prospect Heights/Wheeling (YYC–PWK) — Airlines, Schedules & Connections

YYC Airport Page →
1,376 mi airlines 0/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 41 1-stop flights Verified 2mos ago
Nonstop 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 nonstop flights on this route. connecting options below.

✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Calgary to Chicago/Prospect Heights/Wheeling
Connecting service available through multiple hubs.
1,376 mi +1h ahead 41 1-stop hubs

While no nonstop service exists between YYC and PWK, connecting options are available through 41 hubs.

Also explore YYC Routes PWK Routes YYC Live Flights PWK Live Flights YYC Delays
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for YYC to PWK.
1-STOP
One-Stop Connections
41
Hubs
~4h
Fastest
~29h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
101
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.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Chicago/Prospect Heights/Wheeling is 1 hour ahead of Calgary.
YYC: MDT · PWK: CDT

When it's 6:00 PM in Calgary, it's 7:00 PM in Chicago/Prospect Heights/Wheeling.
Distance & Flight Time
1,376 mi / 2,215 km
Visa & Entry

Canadian citizens do not need a visa or ESTA to enter the United States for tourism or business stays up to 6 months. A valid Canadian passport is required for air travel. Land and sea crossings also accept a NEXUS card, enhanced driver's license, or FAST card. At the border, officers determine the length of stay and may ask for proof of ties to Canada and a return plan.

Verify entry requirements with official sources before travel.
Facts

YYC–PWK Quick Facts

Key statistics for the Calgary to Chicago/Prospect Heights/Wheeling route.
Route details
Distance1,376 mi / 2,215 km
Time difference+1 hour
Airlines (nonstop)0
1-stop connections41 hubs
Origin: YYC
Full nameCalgary International Airport
IATA / ICAOYYC / CYYC
TimezoneAmerica/Edmonton
Passengers/yr18.0M
Elevation3,557 ft / 1,084 m
Destination: PWK
Full nameChicago Executive Airport
IATA / ICAOPWK / KPWK
TimezoneAmerica/Chicago
Elevation647 ft / 197 m
FAQ

Frequently Asked Questions

Common questions about YYC to PWK flights.
Yes, 1-stop connections are available through MKE, RST, MSP, CMH, BZN, DAL, YYZ, SLC, DEN, HOU, BNA, DFW, SJC, LGA, LAS, OAK, IAD, PSP, PHX, RDU, SAT, TUS, PIE, IAH, ATL, CLT, EWR, SAN, BOS, SNA, LAX, JFK, MCO, SFO, TPA, SJD, FLL, ANC, NAS, MBJ and BFI. These options provide additional schedule flexibility.
Chicago/Prospect Heights/Wheeling is 1 hour ahead of Calgary.
Yes, return flights from PWK to YYC are available. Use the direction toggle at the top to view the return schedule.
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.

Connecting Options and Alternatives

41 one-stop connections are available, with the fastest taking approximately 4 hours via MKE. Two-stop connections are also available via intermediate hubs.