Key insights:

• Make it a detour: Our top 10 includes the nation’s largest tourist destinations, with New York at No. 1. NYC has high delay rates, with the fifth-longest average departure delay.
  
  Chicago (No. 2) has the most delayed departures and the third-highest share of canceled flights. You can expect relatively more punctual flights in Los Angeles (No. 3), but if you’re delayed, you’ll have plenty of attractions to occupy your time. If getting back to the airport in time isn’t worth the risk, LA has the second-highest number of airport lounges.
• Quick excursions: When it’s not packed for spring break, you can find a comfortable place to stay overnight in Myrtle Beach, South Carolina (No. 16), which has the most accommodations in our ranking. If you’re stranded in The Grand Strand, there are also plenty of attractions outside the airport. 
  
  You might be more likely to get caught up in a snowstorm in Northern cities like Burlington, Vermont (No. 26), or Portland, Maine (No. 14), which have the highest shares of canceled departures. Their airports are fairly close to the city center, so you can easily take a short drive to check out these charming cities. 
• Distant destinations: If you’re traveling to or from the Paradise of the Pacific, you’re in luck — cities in Hawaii have the lowest rates of cancellations and delays. Hilo (No. 128) boasts the timeliest flight record in our entire ranking. You’re not likely to encounter a long layover in Hilo, Kailua Kona, and Kahului, which descended to the very bottom of our ranking. 
  
  Our other far-off state, Alaska, isn’t far behind. Anchorage and Fairbanks both landed at the bottom of our ranking. It’s not so easy to get around these cities if you happen to experience a layover, but there are plenty of attractions to fill your spare time.

Our full ranking and analysis are available here: https://lawnlove.com/blog/best-worst-cities-layovers/