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Flights Chicago → San Diego

MDW → SAN

26.8
Average risk (Medium)
72%
On-time
16 min
Average delay
2.6%
Cancellations
1
Airlines

Route overview

This flight route operates from Chicago to San Diego, using Boeing 737-800 aircraft. With a total of 271 flights and a 71% on-time performance rate, the average delay is approximately 16.2 minutes. The destination airport in San Diego, which opened in 1928, handles over 22 million passengers annually.

Your rights on this US flight (DOT)

US flights have no statutory cash compensation for delays. Under the US DOT rules, if your flight is cancelled or significantly changed and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Amenities for controllable delays depend on each airline's contract of carriage.

US flight refund rules & checker →

General information, not legal advice.

The Chicago (MDW) → San Diego (SAN) route is operated by Southwest Airlines. Across 349 flights monitored in recent months, 72% arrived on time (within 15 min of schedule), with an average delay of 16 minutes. The cancellation rate is 2.58%. FlightGuard's average computed risk is 26.8/100 (medium), updated in real time from weather, ATC delays, strikes, NOTAMs, fuel and flight history. At San Diego the average ATFM delay is 2.0 minutes (main cause: atfm). Departing from Chicago the average ATFM delay is 2.0 minutes.

Heading to San Diego: what to expect in this direction

Flying from Chicago (MDW) to San Diego (SAN) heads west for about 2,776 km, a flight time of roughly 3h 53m.

Departures from Chicago on this leg cluster in the overnight window: about 49% of MDW-SAN flights take off then.

Air-traffic congestion: departing Chicago the average ATFM delay is 2.0 min (atfm); arriving into San Diego it is 2.0 min (atfm).

Across 349 tracked MDW-SAN flights, 72% left on time with an average delay of 16 min and a 2.6% cancellation rate.

Route facts

Time difference
2h behind
Arrival (dest. local time)
08:53
Elevation SAN
17 ft
Typical aircraft
Boeing 737-800
Est. CO₂/passenger
~278 kg

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Airline punctuality on this route

Airline On-time Average delay Cancellations
Southwest Airlines (WN) 73% 6 min 3.1%

Airlines operating MDW-SAN

Frequently asked questions about MDW-SAN

On the Chicago (MDW) -> San Diego (SAN) route, on-time performance is 72% with an average delay of 16 minutes, based on 349 tracked flights.

The cancellation rate on Chicago-San Diego is 2.58% across 349 monitored flights.

The route is operated by 1 airline: Southwest Airlines.

Enter your flight number on FlightGuard for a real-time analysis based on 9 factors: weather at San Diego, ATC delays, strikes, NOTAMs, fuel, airline punctuality and recent trends.

US flights have no statutory cash compensation for delays. Under US DOT rules, if the airline cancels or significantly changes your flight and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Meals or hotels for controllable delays depend on each airline's contract of carriage.