What is the cheapest price for flights from Chicago to New York?

The cheapest round-trip ticket found recently costs $158.

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

January 2027 is currently the cheapest month, with tickets from $158.

Are there direct flights from Chicago to New York?

Yes. Direct flights were found from $158.

Which airlines fly from Chicago to New York?

Airlines found on this route: American Airlines, jetBlue, Frontier Airlines, Allegiant Air, United Airlines, Southwest Airlines.

How far is New York from Chicago?

The distance is about 1144 km. A direct flight takes about 2 h 19 min.

How long is the flight from Chicago to New York?

The shortest flight takes 2 h 5 min; most take about 4 h 32 min.

Which airports do flights from Chicago to New York use?

Most depart from O'Hare International Airport and arrive at LaGuardia Airport.

What is the cheapest day of the week to fly from Chicago to New York?

In the next two months, Wednesday departures are the cheapest; the single cheapest day is 8 December at $91.

Cheap flights Chicago – New York from $158

Round trip from

$158

1 Jan – 3 Jan · United Airlines · direct

found today

Check live prices

Also for this trip: eSIM Transfer

Direct flights from

$158

1 Jan – 3 Jan · United Airlines

1144 km

Distance
2 h 5 min

Shortest flight
43%

Direct flights
6

Airlines
$91

One way from
$158

Round trip from

The route at a glance

The flight from Chicago to New York covers about 1144 km; the shortest flight takes 2 h 5 min, a typical one 4 h 32 min.

43% of the cheapest tickets are direct; Frontier Airlines carries 57% of them.

Most cheap flights leave from O'Hare International Airport (25 km from the centre of Chicago).

Most land at LaGuardia Airport (13 km from the centre of New York).

A one-way ticket starts at $91, a round trip at $158.

Cheapest price by month

Month	Round trip from
November 2026	$242
December 2026	$207
January 2027	$158
February 2027	$221
March 2027	$306
April 2027	$327
June 2027	$323

Cheapest day to fly

Looking two months ahead, 8 December is the cheapest date to leave, at $91.

Wednesday is the cheapest day of the week to fly.

Cheapest day to fly
Mon	Tue	Wed	Thu	Fri	Sat	Sun
		4 $190	5 $173	6 $189	7 $171	8 $166
9 $169	10 $147	11 $148	12 $164	13 $151	14 $146	15 $220
16 $186	17 $152	18 $118	19 $125	20 $185	21 $151	22 $151
23 $151	24 $151	25 $117	26 $125	27 $129	28 $186	29 $174
30 $162	1 Dec $126	2 $121	3 $116	4 $119	5 $119	6 $119
7 $122	8 $91	9 $113	10 $113	11 $113	12 $113	13 $113
14 $113	15 $113	16 $113	17 $113	18 $135	19 $155	20 $175
21 $125	22 $130	23 $135	24 $153	25 $145	26 $233	27 $201
28 $201	29 $201	30 $170

Cheaper More expensive

Price trend, last 30 days

Over the last 30 days the fare moved between $144 and $230, averaging $167.

Today's price is 5% below that average — a good moment to book.

Trip length and timing

Travellers who pay least stay roughly 4 nights — 2 nights on the very cheapest ticket — and book about 19 days before departure.

Airlines on this route

Airports used

Chicago

New York

Trip essentials

Car rental in New York

Pick up a car at the airport.

Mobile data in New York

An eSIM with local data, set up before you land.

by Airalo

Airport transfer in New York

A fixed-price ride from the airport, booked ahead.

by Kiwitaxi

Flight delayed or cancelled?

You may be owed up to €600 for a disrupted EU flight. Check in two minutes.

by AirHelp

Flight deals from Chicago in Telegram

A daily digest of the cheapest fares from your city and instant alerts when a price drops. Free, no account needed.

Open the bot Deals channel

Questions and answers

What is the cheapest price for flights from Chicago to New York?: The cheapest round-trip ticket found recently costs $158.
Which month is the cheapest to fly from Chicago to New York?: January 2027 is currently the cheapest month, with tickets from $158.
Are there direct flights from Chicago to New York?: Yes. Direct flights were found from $158.
Which airlines fly from Chicago to New York?: Airlines found on this route: American Airlines, jetBlue, Frontier Airlines, Allegiant Air, United Airlines, Southwest Airlines.
How far is New York from Chicago?: The distance is about 1144 km. A direct flight takes about 2 h 19 min.
How long is the flight from Chicago to New York?: The shortest flight takes 2 h 5 min; most take about 4 h 32 min.
Which airports do flights from Chicago to New York use?: Most depart from O'Hare International Airport and arrive at LaGuardia Airport.
What is the cheapest day of the week to fly from Chicago to New York?: In the next two months, Wednesday departures are the cheapest; the single cheapest day is 8 December at $91.

Chicago – New York: cheap flights

Your search is opening in a new tab

The route at a glance

Cheapest price by month

Cheapest day to fly

Price trend, last 30 days

Trip length and timing

Airlines on this route

Airports used

Trip essentials

Car rental in New York

Mobile data in New York

Airport transfer in New York

Flight delayed or cancelled?

Flight deals from Chicago in Telegram

Questions and answers

Chicago – New York: cheap flights

Your search is opening in a new tab

The route at a glance

Cheapest price by month

Cheapest day to fly

Price trend, last 30 days

Trip length and timing

Airlines on this route

Airports used

Trip essentials

Car rental in New York

Mobile data in New York

Airport transfer in New York

Flight delayed or cancelled?

Flight deals from Chicago in Telegram

Questions and answers

More flights from Chicago