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Cheap Flights from New York to Chicago
Quick answer: Round-trip economy fares from New York (LGA/JFK/EWR) to Chicago (ORD/MDW) typically run about $120–$320. The nonstop flight takes around 2 hours 30 minutes. Cheapest months are January–February. Call FlyOfinder at +1-878-223-0710.
One of the country's busiest business corridors — fares swing all day. We compare every New York and Chicago airport and lock the lowest. Call +1-878-223-0710, 24/7.
Fares at a glance
Live fares update automatically below. Ranges shown are typical.
| Cabin | Typical round-trip | Cheapest months |
|---|---|---|
| Economy | $120–$320 | Jan–Feb |
| First / Extra legroom | $280–$550 | Jan–Feb |
Airlines flying New York to Chicago
Served nonstop by American, United, Delta and Spirit, into O'Hare (ORD) and Midway (MDW). Four carriers and two airports on each end means constant fare movement.
Flight details
- Depart New York (LGA/JFK/EWR); arrive O'Hare (ORD — most flights) or Midway (MDW — often cheaper).
- Distance ~730 miles; nonstop time ~2h30 westbound.
- Chicago is 1 hour behind New York (Central time).
When to book & cheapest time to fly
Lowest in January–February; moderate year-round. Weekday business peaks are priciest; midday and Saturday are cheapest.
Why book with FlyOfinder
- We untangle the two-airport-each-end puzzle.
- We find the true cheapest option and handle changes.
- A specialist, no app, no chatbot.
Talk to a real specialist any time at +1-878-223-0710.
Frequently Asked Questions