Cheap flights from Chicago to New York

One-way fares from $91 · CHI → NYC · prices found by travellers in the last 48 hours

Compare all dates New York → Chicago
Cheapest fare
$91

Frontier Airlines · Tue, Dec 8

Cheapest month
December

from $91

Direct flights
Yes

American Airlines

Flight time
2h 15m

1,140 km

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Cheapest month to fly from Chicago to New York

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $117
  2. December 2026 Cheapest $91
  3. January 2027 $118
  4. March 2027 $164
  5. July 2027 $164

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart16:00 Tue, Dec 8ORD → EWR 4h 45m · 1 stop
$91one way, per person
View deal
Frontier Airlines
Depart17:02 Thu, Dec 3MDW → EWR 4h 33m · 1 stop
$116one way, per person
View deal
Frontier Airlines
Depart17:02 Mon, Dec 7MDW → EWR 4h 26m · 1 stop
$122one way, per person
View deal
Frontier Airlines
Depart13:11 Mon, Dec 21MDW → LGA 4h 30m · 1 stop
$125one way, per person
View deal
Frontier Airlines
Depart15:55 Tue, Dec 1ORD → EWR 4h 38m · 1 stop
$126one way, per person
View deal
Frontier Airlines
Depart17:05 Wed, Dec 30ORD → EWR 4h 41m · 1 stop
$127one way, per person
View deal
Frontier Airlines
Depart13:11 Fri, Dec 18MDW → LGA 4h 30m · 1 stop
$135one way, per person
View deal
Frontier Airlines
Depart13:11 Wed, Dec 23MDW → LGA 4h 30m · 1 stop
$135one way, per person
View deal
See every date in December 2026 →

Plan the rest of your trip to New York

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

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Getting around

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About flights from Chicago to New York

Chicago (CHI) and New York (NYC) are about 1,140 km apart. Direct flights take around 2h 15m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $91, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to New York?

The cheapest one-way fare we've seen recently is $91 with Frontier Airlines, departing Tuesday, December 8, 2026. Over the coming months, the lowest fare in each month ranges from $91 to $164.

What is the cheapest month to fly from Chicago to New York?

December 2026 currently has the lowest fares, from $91 one way.

Are there direct flights from Chicago to New York?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Chicago to New York?

A direct flight takes about 2h 15m. Chicago and New York are around 1,140 km apart.

Which airlines fly from Chicago to New York?

Recent fares on this route were with Frontier Airlines and American Airlines.

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