San Diego to Chicago/Prospect Heights/Wheeling (SAN–PWK) — Airlines, Schedules & Connections

SAN Airport Page →
1,722 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Flight Schedule Charter / private Verified 3w ago
Charter / private route. No scheduled airline service — operated by charter & private aviation.
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 More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
San Diego to Chicago/Prospect Heights/Wheeling
Flown by charter / private operators — no scheduled airline service.
1,722 mi 3h 52m nonstop +2h ahead

SAN–PWK has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore SAN Routes PWK Routes SAN Live Flights PWK Live Flights SAN Delays
All flights from Chicago/Prospect Heights/Wheeling (PWK) Chicago/Prospect Heights/Wheeling to San Diego flights
Connections

Connection Landscape

1-stop and 2-stop options for SAN to PWK.
1-STOP
One-Stop Connections
0
Hubs
–
Fastest
–
Longest
Verified with published schedule alignment and minimum connection time.
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
SAN → PWK
74%
Moderate delays possible. Allow buffer time.
Departing
74%
Return
PWK → SAN
100%
Generally reliable. Most flights run on time.
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. SAN delays →
Alternatives

Other ways to reach Chicago/Prospect Heights/Wheeling from San Diego

Nearby airports with service to Chicago Executive Airport.
Metric SAN→PWK SNA→PWK PSP→PWK
Distance from SAN – 76 mi 85 mi
Nonstop airlines – 3 3
Weekly flights ~1 1 1
Flight time 3h 52m 3h 6m 3h 23m
Departure OTP 74% – –
Santa Ana (SNA) to Chicago/Prospect Heights/Wheeling flights · Palm Springs (PSP) to Chicago/Prospect Heights/Wheeling flights · Long Beach (LGB) to Chicago/Prospect Heights/Wheeling flights
Airports within 200 miles of SAN with service to Chicago Executive Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+2h
Chicago/Prospect Heights/Wheeling is 2 hours ahead of San Diego.
SAN: PDT · PWK: CDT

When it's 6:00 PM in San Diego, it's 8:00 PM in Chicago/Prospect Heights/Wheeling.
Distance & Flight Time
1,722 mi / 2,772 km
Nonstop flight time is approximately 3h 52m gate to gate.
Facts

SAN–PWK Quick Facts

Key statistics for the San Diego to Chicago/Prospect Heights/Wheeling route.
Route details
Distance1,722 mi / 2,772 km
Flight time3h 52m
Time difference+2 hours
Airlines (nonstop)Charter / private
Weekly flights~1 out
1-stop connectionsAvailable
Origin: SAN
Full nameSan Diego International Airport
IATA / ICAOSAN / KSAN
TimezoneAmerica/Los_Angeles
Passengers/yr25.6M
Elevation17 ft / 5 m
Destination: PWK
Full nameChicago Executive Airport
IATA / ICAOPWK / KPWK
TimezoneAmerica/Chicago
Elevation647 ft / 197 m
FAQ

Frequently Asked Questions

Common questions about SAN to PWK flights.
Nonstop flights from San Diego International Airport to Chicago Executive Airport take about 3h 52m gate to gate. The route covers 1,722 miles.
Yes, 1-stop connections are available, ranked by layover time.
Chicago/Prospect Heights/Wheeling is 2 hours ahead of San Diego.
Yes, return flights from PWK to SAN are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include SNA, PSP and LGB. 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 SAN to PWK

San Diego International Airport (SAN) and Chicago Executive Airport (PWK) are connected through multiple connecting hub airports.

SAN to PWK Flight Duration and Schedule

Nonstop flight time from SAN to PWK is about 3 hours 52 minutes gate to gate. The route covers a distance of 1,722 miles (2,772 km).

Connecting Options and Alternatives

1-stop connecting options are also available. Nearby alternative airports include Santa Ana (SNA), Palm Springs (PSP) and Long Beach (LGB).