Find Cheap Flights from New York to Chicago (NYC - CHI)

Flights overview

Useful information for finding cheap flights from New York to Chicago and booking your next trip

Cheapest round-trip flights	$56	Frontier Nonstop 3 hr Sat, May 2 — Sun, May 3	The cheapest round-trip flight from New York to Chicago is currently $56
Cheapest one-way flight	$55	Spirit Nonstop 3 hr Wed, May 6	The cheapest one-way flight from New York to Chicago is currently $55
Last-minute weekend getaway	$176	Frontier Nonstop 3 hr Sat, Apr 18 — Sun, Apr 19	The cheapest last-minute weekend getaway from New York to Chicago is currently $176
Cheapest business class flights	$264	Frontier Nonstop 3 hr Sat, May 2 — Sun, May 3	The cheapest business class round-trip flight from New York to Chicago is currently $264

Fastest flight	2 hr 20 min	The fastest nonstop flight from New York to Chicago takes 2 hr 20 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from New York to Chicago is typically January. The most expensive month to fly is typically August.

January Cheapest	Typical prices: $65–160
August Most expensive	Typical prices: $150–235

Popular airlines from New York to Chicago

United

Nonstop

from $187

Typical price: $145–265

184 weekly nonstop flights

EWR, LGA - ORD Every day

763 weekly connecting flights

EWR, LGA - ORD Every day
American

Nonstop

from $177

Typical price: $155–285

126 weekly nonstop flights

EWR, JFK, LGA - ORD Every day

933 weekly connecting flights

EWR, JFK, LGA - ORD Every day
Delta

Nonstop

from $187

Typical price: $165–370

79 weekly nonstop flights

JFK, LGA - ORD Every day

2307 weekly connecting flights

EWR, JFK, LGA - MDW, ORD Every day
Southwest

Nonstop

from $187

Typical price: $165–335

46 weekly nonstop flights

LGA - MDW Every day

749 weekly connecting flights

LGA - MDW, ORD Every day
Spirit

Nonstop

from $109

Typical price: $90–220

10 weekly nonstop flights

EWR, LGA - ORD Every Mon, Tue, Wed, Thu, Fri, Sun

32 weekly connecting flights

EWR, LGA - ORD Every day
Frontier

Nonstop

from $56

Typical price: $115–290

5 weekly nonstop flights

EWR - MDW Every Tue, Wed, Thu, Fri, Sat

134 weekly connecting flights

EWR, JFK, LGA - MDW, ORD Every day

Popular airports near New York

John F. Kennedy International Airport (JFK)

New York United States 38 min 12 mi
LaGuardia Airport (LGA)

New York United States 24 min 8 mi
Newark Liberty International Airport (EWR)

Newark United States 29 min 8 mi
New York Stewart International Airport (SWF)

Newburgh United States 1 hr 28 min 55 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 25 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 24 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from New York to Chicago

The cheapest flights from New York to Chicago are usually in January. Typical ticket prices in January range from $65 to $160.

The cheapest round-trip flight from New York to Chicago recently found on Google Flights was with Frontier from $56. The cheapest one-way flight was with Spirit from $55.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from New York to Chicago is $187, flying from May 7 to May 10.
The cheapest American flight from New York to Chicago is $177, flying from Jun 25 to Jun 28.
The cheapest Delta flight from New York to Chicago is $187, flying from May 7 to May 11.
The cheapest Southwest flight from New York to Chicago is $187, flying from Jul 3 to Jul 6.
The cheapest Spirit flight from New York to Chicago is $109, flying from May 8 to May 10.
The cheapest Frontier flight from New York to Chicago is $56, flying from May 2 to May 3.

The cheapest round-trip flight from New York to Chicago starts at $56 from Sat, May 2 to Sun, May 3. The cheapest one-way flight starts at $55 and departs on Wed, May 6.

2 hr 20 min is the shortest flight time from New York to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from New York to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from New York to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from New York to Chicago.

In terms of nonstop flights, United is the most popular. United offers 184 nonstop flights and 763 connecting flights per week. United flies from Newark Liberty International Airport (EWR) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 79 nonstop flights and 2,307 connecting flights per week. Delta flies from Newark Liberty International Airport (EWR) , John F. Kennedy International Airport (JFK) , LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from New York to Chicago are:

American offers 126 nonstop flights and 933 connecting flights per week. American flies from Newark Liberty International Airport (EWR) , John F. Kennedy International Airport (JFK) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .
Southwest offers 46 nonstop flights and 749 connecting flights per week. Southwest flies from LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Spirit offers 10 nonstop flights and 32 connecting flights per week. Spirit flies from Newark Liberty International Airport (EWR) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .
Frontier offers 5 nonstop flights and 134 connecting flights per week. Frontier flies from Newark Liberty International Airport (EWR) , John F. Kennedy International Airport (JFK) , LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between New York and Chicago.

The cheapest round-trip flight from New York to Chicago recently found on Google Flights was with Frontier from $56. The cheapest one-way flight was with Spirit from $55.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from New York to Chicago is $187, flying from May 7 to May 10.
The cheapest American flight from New York to Chicago is $177, flying from Jun 25 to Jun 28.
The cheapest Delta flight from New York to Chicago is $187, flying from May 7 to May 11.
The cheapest Southwest flight from New York to Chicago is $187, flying from Jul 3 to Jul 6.
The cheapest Spirit flight from New York to Chicago is $109, flying from May 8 to May 10.
The cheapest Frontier flight from New York to Chicago is $56, flying from May 2 to May 3.

Frontier, United, American, Spirit, Delta, JetBlue and Southwest fly direct from New York to Chicago.

There are 184 United direct flights from New York to Chicago per week. Flights are available every day.
There are 126 American direct flights from New York to Chicago per week. Flights are available every day.
There are 79 Delta direct flights from New York to Chicago per week. Flights are available every day.
There are 46 Southwest direct flights from New York to Chicago per week. Flights are available every day.
There are 10 Spirit direct flights from New York to Chicago per week. Flights are available on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday.
There are 5 Frontier direct flights from New York to Chicago per week. Flights are available on Tuesday, Wednesday, Thursday, Friday and Saturday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between New York and Chicago at price $176 is offered by Frontier from Sat, Apr 18 to Sun, Apr 19.

Frontier, United, American, Spirit, Delta, JetBlue and Southwest fly direct from New York to Chicago.

There are 184 United direct flights from New York to Chicago per week. Flights are available every day.
There are 126 American direct flights from New York to Chicago per week. Flights are available every day.
There are 79 Delta direct flights from New York to Chicago per week. Flights are available every day.
There are 46 Southwest direct flights from New York to Chicago per week. Flights are available every day.
There are 10 Spirit direct flights from New York to Chicago per week. Flights are available on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday.
There are 5 Frontier direct flights from New York to Chicago per week. Flights are available on Tuesday, Wednesday, Thursday, Friday and Saturday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from New York to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between New York and Chicago start at $56 from Sat, May 2 to Sun, May 3 with Frontier.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from New York to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between New York and Chicago start at $264 from Sat, May 2 to Sun, May 3 with Frontier.

The cheapest economy class round-trip flights between New York and Chicago start at $56 from Sat, May 2 to Sun, May 3.

To book business class trips from New York to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between New York and Chicago starts at $176 from Sat, Apr 18 to Sun, Apr 19 with Frontier.

The cheapest last-minute deal between New York and Chicago at price $176 is offered by Frontier from Sat, Apr 18 to Sun, Apr 19.

To find last-minute flight deals from New York to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.