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Flights from New York to Chicago Midway (LGA/JFK/EWR to MDW)

New York to Chicago Midway is dominated by Southwest Airlines, which operates frequent nonstop service from both LaGuardia (LGA) and Newark Liberty (EWR). Flight time is approximately 2.5–3 hours.

Which NYC Airport?

  • LaGuardia (LGA) - Southwest offers multiple daily nonstops to Midway. LGA is the most convenient departure point for Manhattan residents, with the shortest overall travel time.
  • Newark (EWR) - Southwest also flies nonstop to Midway from Newark. A good option if you're in New Jersey or lower Manhattan.
  • JFK - No direct flights to Midway. If you're near JFK, consider flying to O'Hare instead, where more carriers offer nonstop service.

Why Choose Midway?

Midway is smaller and closer to downtown Chicago than O'Hare. The CTA Orange Line connects Midway to the Loop in about 25 minutes for $5. If you're headed to downtown or the South Side, Midway is the faster option. Southwest's free checked bags and no change fees make this route particularly budget-friendly.

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