The cheapest fares travellers found on this route recently: December 2026 from $84 one way. There are direct flights, about 2 h 50 min; the airlines seen most are UA, AA and WN. Live prices for your dates are on the search page.
Every price here comes from a live search with airlines and trusted agencies when you opened the page; the seller may still change it. For a return trip or other dates, search your dates. Search your dates
Fares in these lists are the cheapest found by travellers in the past week (latest 2026-10-26), one way, refreshed every hour. The prices at the top are live from the sellers right now.
Questions about flying from New York to Chicago
What is the cheapest month to fly from New York to Chicago?
Among the fares seen for the next six months, December 2026 was cheapest from $84 one way. Prices change daily; the search page shows the live price for your date.
Are there direct flights from New York to Chicago?
Yes. A direct flight takes about 2 h 50 min. Airlines seen: UA, AA and WN.
Which airlines fly from New York to Chicago?
The airlines seen most in recent fares: UA, AA and WN.
Do I pay extra booking through YallaSafra?
No. You book and pay with the airline or the agency at its price; YallaSafra may earn a commission from the seller, never from you.
