Flights from New York to Chicago: Best prices, time to go and all you need to know

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New York

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Chicago

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Route details

1144 km

Distance

Direct flights to Chicago

Weather now

☁️

+50°F

Broken clouds

Airports

DPA

52km

ORD

25km

PWK

35km

Select dates to see flight prices to Chicago

Pick your travel dates to get the cheapest live flight prices to Chicago:

November

2025

Flight prices from New York to Chicago

You can usually book a return flight from New York to Chicago for that amount:

No data yet

Cheap

Average price

Expensive

We don’t have sufficient data yet to display price ranges. Make a search to get live prices instead.

Which is the cheapest month to fly to Chicago?

Here are approximate min and max prices for New York to Chicago flight (one-way) at the moment:

We have analyzed the prices and it seems that October might be the cheapest month to go, with approximate prices from $60 to $87. Meanwhile, the most expensive month will probably be November with a price range of $80 – $99.

Is Chicago an expensive destination?

We have compared flights from New York to Chicago with other routes:

Not enough data

Price per kilometer: -- $ / km

Unfortunately we don’t yet have enough data for this route to tell if it’s expensive or not.

Direct flights from New York to Chicago

There are 4 airlines that fly directly from New York to Chicago: Envoy Air, American Airlines, United Airlines, Spirit Airlines if you are departing from New York. Most airlines that have direct connections are departing from Newark Liberty International Airport. Most airlines arrive to Chicago O'Hare International Airport. Most flights depart on Thursday, Wednesday.

Airlines that have direct flights from New York to Chicago

Envoy Air

EWR

ORD

LØ

SØ

American Airlines

EWR

ORD

LØ

SØ

United Airlines

EWR

ORD

LØ

SØ

Spirit Airlines

EWR

ORD

LØ

SØ

The above ratings are provided by Trustpilot.

Airlines that have connecting flights from New York to Chicago

There are 10 other airlines that fly from New York to Chicago, including Sun Country Airlines, Spirit Airlines, Frontier Airlines, United Airlines and others.

Sun Country Airlines

Spirit Airlines

Frontier Airlines

United Airlines

Airports in Chicago and New York

Chicago has 5 airports and New York has 5 airports.

Chicago

New York

DuPage Airport (DPA)

52 km from Chicago city center.

🚕

Taxi

🚌

Bus

🚆

Train

🚍

Shuttle

🚇

Subway

Chicago O'Hare International Airport (ORD)

http://www.flychicago.com/ohare/home/pages/default.aspx

25 km from Chicago city center.

🚕

Taxi

~25 min.

🚌

Bus

~55 min.

🚆

Train

🚍

Shuttle

~25 min.

🚇

Subway

~45 min.

4 airlines with direct flights

Chicago Executive Airport (PWK)

35 km from Chicago city center.

🚕

Taxi

🚌

Bus

🚆

Train

🚍

Shuttle

🚇

Subway

Chicago Midway International Airport (MDW)

http://www.flychicago.com/midway/

14 km from Chicago city center.

🚕

Taxi

~15 min.

🚌

Bus

~35 min.

🚆

Train

🚍

Shuttle

🚇

Subway

~20 min.

Chicago Merrill C Meigs (CGX)

3 km from Chicago city center.

🚕

Taxi

🚌

Bus

🚆

Train

🚍

Shuttle

🚇

Subway

Which airport in Chicago is better?

The closest airport to Chicago city center is Chicago Merrill C Meigs (CGX) with 3 km distance. The quickest way to get to city center is to take a bus from Chicago O'Hare International Airport (ORD), trip will take 55 min. Most airlines like Envoy Air, American Airlines, United Airlines, Spirit Airlines with direct flights are flying to Chicago O'Hare International Airport (ORD).

Things to do in Chicago

Some of the activities you can do while travelling to Chicago:

1676 reviews

Big Bus Chicago Hop-On Hop-Off Sightseeing Tour

Bus Tours • Audio Guides • Hop on Hop Off • City Tours

12289 reviews

Chicago Architecture River Cruise

Day Cruises • Architecture Tours • City Tours • Water Tours • Sightseeing Cruises

716 reviews

360 CHICAGO Observation Deck Admission

Attractions & Museums • Observation Decks • Skyscrapers & Towers

1320 reviews

Skydeck Chicago Admission Ticket

Attractions & Museums • Observation Decks • Skyscrapers & Towers

2295 reviews

Chicago Crime and Mob Bus Tour

Bus Tours • Historical Tours • Crime Tours • Viator Plus • Excellent Quality

5519 reviews

Chicago: Gangsters and Ghosts Walking Tour

Historical Tours • Walking Tours • Night Tours • Ghost & Vampire Tours • City Tours

5058 reviews

Chicago River 90-Minute History and Architecture Tour

Day Cruises • City Tours • Water Tours • Likely to Sell Out • Sightseeing Cruises

See all Activities in Chicago

Planning a trip from New York to Chicago? Check the weather

15 Days Weather Forecast

Here’s how the weather in Chicago looks currently:

Today, 20 November

☁️

+50°F

Broken clouds

4 m/s

68 %

Fri, 21 November

🌦

+50°F

Rain

5 m/s

75 %

Sat, 22 November

🌦

+46°F

Rain

4 m/s

60 %

Sun, 23 November

☁️

+55°F

Scattered clouds

4 m/s

64 %

Mon, 24 November

🌦

+54°F

Rain

4 m/s

58 %

Tue, 25 November

🌦

+54°F

Rain

4 m/s

84 %

Wed, 26 November

🌦

+50°F

Rain

6 m/s

41 %

Thu, 27 November

☁️

+39°F

Broken clouds

5 m/s

29 %

Fri, 28 November

☁️

+36°F

Broken clouds

5 m/s

32 %

Sat, 29 November

☁️

+34°F

Broken clouds

5 m/s

32 %

Sun, 30 November

❄️

+36°F

Snow

5 m/s

92 %

Mon, 01 December

🌦

+54°F

Rain

8 m/s

91 %

Tue, 02 December

☁️

+32°F

Broken clouds

6 m/s

54 %

Wed, 03 December

❄️

+30°F

Snow

5 m/s

43 %

Thu, 04 December

☁️

+37°F

Broken clouds

6 m/s

55 %

Common_Editorial_NYC_CHI

FAQ

Flying from New York to Chicago? Here are some useful things to know:

🛬

What airports are in Chicago?

Chicago is served by 5 airports: DuPage Airport, Chicago O'Hare International Airport, Chicago Executive Airport, Chicago Midway International Airport, Chicago Merrill C Meigs. The nearest airport is Chicago Merrill C Meigs located 3 km away.

✈️

How far is it between New York and Chicago by plane?

Chicago is around 1144 km away from New York.

⏰

What is the flight time from New York to Chicago?

Typically it takes from ∞h NaNm to -∞h NaNm to fly from New York to Chicago.

🌤️

How good the weather is in Chicago?

The coldest month is January with an average temperature of +25°F. The hottest month is July with an average temperature of +75°F. Right now it is +50°F and Broken clouds in Chicago.

🛬

Is there a direct connection between New York and Chicago?

Yes, there are direct flights from New York to Chicago. You can fly to Chicago 2 days a week: Thursday, Wednesday.

🛬

Which airlines offer direct flights from New York to Chicago?

Here are the airlines that have direct connections from New York to Chicago: Envoy Air, American Airlines, United Airlines, Spirit Airlines.

Chicago guide

Chicago themes

This is what Chicago is known for:

Nightlife

Urbanism

Architecture

Family

Food

Location

Chicago is located in USA, 1144 km away from New York:

Chicago time zone

Chicago jest o 1 godzinę za New York, gdzie teraz jest 12:58

🕒

12:58 (EST -5)

Time in Chicago right now

Currency and exchange rate

Both New York and Chicago have the same currency: United States Dollar.

🤑

Exchange rate

Visa to USA

No visa is required for US citizens. Allowed stay is - days¹.

✅

Visa-free

For US citizens

Language in USA

Official language in USA is English. People knowledge of English is native/fluent².

English

Official language

💬

Knowledge of English

Safety

Some areas of Chicago might be sketchy³. Consider a moderate level of caution.

😳

🫤

🤔

😃

😇

Be careful

Air Quality

Chicago generally has a low level of air pollution⁴.

Air pollution: low

Chicago pros and cons

About Avionero

Avionero is a Swedish travel planning startup located in Malmo, founded by Lars Kristensson and Anton Tyulenev.

Using our smart AI Search engine, we combine millions of flight, hotel, and activity options for your trip to Chicago.

4 things to know about Avionero:

We provide the most flexible search

We have the largest inventory of flights

We are not the sellers, but aggregators of flights, hotels & activities

We do not track you to raise prices

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