WN4429New York to Chicago
Southwest Airlines flight WN4429 flies from New York (LGA) to Chicago Midway (MDW), 1,164 km. Over August 2025 to July 2026 it usually arrives about 14 minutes late: 67% of 249 flights arrived within 15 minutes of schedule and 0.4% were cancelled (US Department of Transportation data).
On-time record, last 12 months
Every operation of WN4429, August 2025 to July 2026: 249 flights. Source: US Bureau of Transportation Statistics, public domain.
Routes flown as WN4429
- New York (LGA) to Chicago Midway (MDW)58 flights
- Denver (DEN) to Des Moines (DSM)55 flights
- Denver (DEN) to Nashville (BNA)49 flights
- Los Angeles (LAX) to Denver (DEN)26 flights
- Chicago Midway (MDW) to San Jose (SJC)24 flights
- San Francisco (SFO) to Denver (DEN)20 flights
- St. Louis (STL) to San Juan (SJU)5 flights
- San Jose (SJC) to Seattle Tacoma (SEA)4 flights
- St. Louis (STL) to San Antonio (SAT)3 flights
- Orlando (MCO) to Denver (DEN)1 flights
Other flights from New York to Chicago
More about New York (LGA) and Chicago Midway (MDW).
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/wn4429" title="WN4429 is on time 67% of the time on TripStow"><img src="https://tripstow.com/badge/flights/wn4429.svg" alt="WN4429 is on time 67% of the time" width="360" height="88" loading="lazy"></a>
<a href="https://tripstow.com/flights/wn4429" title="WN4429 is on time 67% of the time on TripStow"><img src="https://tripstow.com/badge/flights/wn4429.svg?theme=light" alt="WN4429 is on time 67% of the time" width="360" height="88" loading="lazy"></a>[](https://tripstow.com/flights/wn4429)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