Cheap flights from New York (JFK) to Chicago (ORD)
Cheapest round-trip I’ve found: US$233 on Delta, non-stop, departing 2026-10-21. That’s US$14 below the typical price for this route.
Deal score: Not enough data yet
Non-stopstops
2h 57mflight time
Oct 2026cheapest departure window
US$247typical price
Best months to fly New York to Chicago
| Month | Cheapest seen |
|---|---|
| October | US$233 |
How to book this fare
I don’t sell tickets — I track prices and point you to where to look. To book this fare:
- Search New York to Chicago on Google Flights for the dates shown above (Oct 2026) — the fare I found is usually still available there.
- Compare the same dates on metasearch sites like Skyscanner or KAYAK to confirm you’re seeing the lowest price.
- Book directly with the airline when you can — it’s often the same price and makes changes or cancellations much easier.
Fares change constantly. If the price has moved, check back — I re-check this route daily.
Other cheap flights from New York
- New York to Honolulu — US$662
- New York to Bali — US$1,412
- New York to Orlando — US$227
- New York to Madrid — US$519
- New York to Bangkok — US$880
- New York to Los Angeles — US$335
- New York to Lisbon — US$652
- New York to Punta Cana — US$497
Prices last checked: 2026-07-24, 10:06:23 p.m.. Prices are indicative and change quickly — confirm on the airline site before booking. See how I find these deals.