WN2755Chicago to San Diego
Southwest Airlines flight WN2755 flies from Chicago Midway (MDW) to San Diego (SAN), 2,776 km. Over August 2025 to July 2026 it usually arrives about 2 minutes late: 83% of 353 flights arrived within 15 minutes of schedule and 0.3% were cancelled (US Department of Transportation data).
On-time record, last 12 months
Every operation of WN2755, August 2025 to July 2026: 353 flights. Source: US Bureau of Transportation Statistics, public domain.
Routes flown as WN2755
- Chicago Midway (MDW) to San Diego (SAN)58 flights
- Las Vegas (LAS) to Albuquerque (ABQ)50 flights
- San Antonio (SAT) to Phoenix Sky Harbor (PHX)46 flights
- Chicago Midway (MDW) to Louisville (SDF)33 flights
- Louisville (SDF) to Orlando (MCO)33 flights
- Sacramento (SMF) to Las Vegas (LAS)26 flights
- Fort Lauderdale Hollywood (FLL) to Dallas Love Field (DAL)24 flights
- Chicago Midway (MDW) to Grand Rapids (GRR)24 flights
- Denver (DEN) to Louisville (SDF)20 flights
- Santa Barbara (SBA) to Las Vegas (LAS)16 flights
Other flights from Chicago to San Diego
More about Chicago Midway (MDW) and San Diego (SAN).
Embed this on your site
A live badge for travel blogs, forums and trip reports. It updates as new data comes in, and links back here for the full stats.
<a href="https://tripstow.com/flights/wn2755" title="WN2755 is on time 83% of the time on TripStow"><img src="https://tripstow.com/badge/flights/wn2755.svg" alt="WN2755 is on time 83% of the time" width="360" height="88" loading="lazy"></a>
<a href="https://tripstow.com/flights/wn2755" title="WN2755 is on time 83% of the time on TripStow"><img src="https://tripstow.com/badge/flights/wn2755.svg?theme=light" alt="WN2755 is on time 83% of the time" width="360" height="88" loading="lazy"></a>[](https://tripstow.com/flights/wn2755)Flying soon?
Forward your booking to TripStow and get your trip built for you, with check-in reminders, punctuality for every flight and a map of everywhere you have been.
Start free