The cheapest one-way ticket from Chicago to New York found recently is 91€, on 8 Dec (December 2026, one stop). The most expensive month is April 2027, from 157€. Round trips start at 203€, in January 2027. There are direct flights, the shortest taking 2h 05m. Airlines on this route: Frontier Airlines, American Airlines, Southwest Airlines, United Airlines.
Lowest fare by month
| Month | One way | Round trip |
|---|---|---|
| November 2026 | 101€9 Nov · direct | 217€14 Nov–18 Nov · 1 stop |
| December 2026 | 91€8 Dec · 1 stop | 204€1 Dec–8 Dec · 1 stop |
| January 2027 | 112€6 Jan · 1 stop | 203€11 Jan–12 Jan · 1 stop |
| February 2027 | 131€11 Feb · 1 stop | 204€23 Feb–27 Feb · 1 stop |
| March 2027 | 105€3 Mar · 1 stop | 278€1 Mar–7 Mar · direct |
| April 2027 | 157€23 Apr · direct | 292€25 Apr–30 Apr · direct |
| May 2027 | 148€14 May · direct | — |
| June 2027 | — | 289€24 Jun–27 Jun · direct |
| July 2027 | 151€18 Jul · direct | — |
| August 2027 | 148€1 Aug · direct | — |
Cheapest days in December 2026
One way, per adult. Blank days: nobody searched them lately.
At a glance
- Airports
- ORD · DPA · RFD · MDW · PWK → LGA · JFK · EWR
- Airlines
- Frontier Airlines, American Airlines, Southwest Airlines, United Airlines
- Direct flights
- Yes, direct fares were seen
The rest of the trip to New York
- Internet when you land ↗An eSIM for the country, set up before you fly. Handy outside the EU, or when roaming costs extra.
- A ride from the airport ↗A driver waiting at arrivals, at a fixed price.
- Things to do in New York ↗Tickets for museums, tours and sights.
Flight delayed by three hours or more, or cancelled? Under EU rules you may be owed up to €600. Check your claim.
Frequently asked questions
How much is a flight from Chicago to New York?
The cheapest one-way ticket found recently is 91€, in December 2026. A round trip starts at 203€. Fares are per adult and change often.
What is the cheapest month to fly from Chicago to New York?
December 2026, from 91€ one way. The most expensive is April 2027, from 157€.
Are there direct flights from Chicago to New York?
Yes, direct fares were found on this route in recent days.
How long is the flight from Chicago to New York?
The shortest flight found takes 2h 05m.
Which airlines fly from Chicago to New York?
Frontier Airlines, American Airlines, Southwest Airlines, United Airlines.
Which airports do flights from Chicago to New York use?
They leave from ORD, DPA, RFD, MDW, PWK and land at LGA, JFK, EWR.
Want to know when it gets cheaper?
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Watch this routeFares are the lowest travellers found in recent days' searches, per adult. They change: check the price before you book. Booking links go to our travel partner and are affiliate links: if you book through them we earn a small commission, at no cost to you.