One Way

Popular Filters

+ 1 more

One Way Price

CAD 233 CAD 400

Duration

2 h 20 m 8 h 0 m

Stops From New York

Departure From New York

6 AM - 12 PM

CAD 233

12 PM - 6 PM

CAD 252

After 6 PM

CAD 234

Arrival at Chicago

6 AM - 12 PM

CAD 233

12 PM - 6 PM

CAD 246

After 6 PM

CAD 234

Alliances & Airlines

Oneworld

(4)

SkyTeam

(2)

Star Alliance

(8)

Layover Airports

Layover Duration

49 m 3 h 30 m

Top Flights From Chicago

New York To Chicago Flights

Book New York to Chicago flight tickets at lowest price. Get best deals on your upcoming New York to Chicago flights only on MakeMyTrip. Also Book Chicago to New York Flights. Currently 19 flights flying from New York to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Delta Air Lines

CAD 233

Newark to Chicago , 13 Jun

Delta Air Lines DL | 2596

06:00

Sat, 13 Jun 26

Terminal A

Newark, United States

01 h 55 m

07:55

Sat, 13 Jun 26

Terminal EM

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 4683

10:01

Sat, 13 Jun 26

Terminal EM

Detroit, United States

01 h 34 m

10:35

Sat, 13 Jun 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 244

New York-LaGuardia Apt to Chicago-Midway , 13 Jun

Southwest Airlines WN | 2469

21:10

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 35 m

22:45

Sat, 13 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 246

New York-LaGuardia Apt to Chicago , 13 Jun

American Airlines AA | 4612

07:54

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

01 h 29 m

09:23

Sat, 13 Jun 26

Terminal T2

Washington-Reagan Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 489

11:35

Sat, 13 Jun 26

Terminal T2

Washington-Reagan Apt, United States

02 h 22 m

12:57

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

CAD 252

Newark to Chicago-Midway , 13 Jun

Delta Air Lines DL | 2312

15:25

Sat, 13 Jun 26

Terminal A

Newark, United States

02 h 29 m

17:54

Sat, 13 Jun 26

Terminal S

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 1076

21:15

Sat, 13 Jun 26

Terminal S

Atlanta, United States

02 h 02 m

22:17

Sat, 13 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 266

CAD 257

New York-LaGuardia Apt to Chicago , 13 Jun

United Airlines UA | 3656

06:00

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

01 h 26 m

07:26

Sat, 13 Jun 26

Washington-Dulles Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 1775

08:15

Sat, 13 Jun 26

Washington-Dulles Apt, United States

02 h 21 m

09:36

Sat, 13 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

CAD 270

New York-LaGuardia Apt to Chicago , 13 Jun

American Airlines AA | 462

06:20

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 43 m

08:03

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 288

CAD 279

New York-LaGuardia Apt to Chicago , 13 Jun

United Airlines UA | 2389

06:00

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 39 m

07:39

Sat, 13 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 296

New York-LaGuardia Apt to Chicago-Midway , 13 Jun

Southwest Airlines WN | 2464

06:00

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 20 m

07:20

Sat, 13 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

CAD 332

New York-LaGuardia Apt to Chicago-Midway , 13 Jun

Southwest Airlines WN | 4189

08:40

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 25 m

10:05

Sat, 13 Jun 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 371

CAD 359

New York-LaGuardia Apt to Chicago , 13 Jun

United Airlines UA | 1887

07:00

Sat, 13 Jun 26

Terminal B

New York-LaGuardia Apt, United States

02 h 29 m

08:29

Sat, 13 Jun 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago Address

New York Address

NA
Tel:

New York to Chicago Flights Information:-

Looking for New York to Chicago Flight? Here’s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 4 airlines operating flights between the two destinations and approximately 19 flights take off from New York to Chicago every week.

Need information on New York to Chicago airfare?

The minimum airfare for a New York to Chicago flight would be 233, which may go up to 384 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for New York to Chicago

If you are looking for New York to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are American Airlines, Delta Air Lines, Southwest Airlines, United Airlines. Out of these, only 13 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:American Airlines : 4, Delta Air Lines : 4, Southwest Airlines : 4, United Airlines : 4

To board the first New York to Chicago flight, choose Delta Air Lines, which departs at 06:00 The last flight for this route is American Airlines, departing at 21:15

Chicago Airport Information

Chicago Midway Intl

About New York (NYC)

The beauty and importance of New York can be understood through the New York State Song which reasons why people love New York so much. Being the heart of United States, New York is also called as the cultural capital of the world. The city is also known for its significant role in the sector like commerce, finance, media, art, fashion, research, technology, education, and entertainment. Placed on one of the natural harbours of the globe, New York is also known as the 'Global Power City'. The city is a perfect blend of past and present. The history of this magnificent and vibrant city is deep rooted. The unique fact about this fabulous city is that the more you explore it, the more you will find about it. During the period of 1785 to 1790, the city served as the capital of United States. The name of the city had changed many times. Prior to New York it was known as New Amsterdam. With changing time, face of New York has also changed. Being one of the fascinating and vivacious cities of the world, New York is known for its warm hospitality and rich as well as modern lifestyle. To get the real delight of this amazing city, you can explore its attractions which are known for offering some of the finest moments to add in life. These attractions are Statue of Liberty, Times Square, Brooklyn Bridge, Empire State Building, Central Park, Chrysler Building, Fifth Avenue, Grand Central Terminal, World Trade Center, Ellis Island, Metropolitan Museum of Art, Museum of Natural History and many more. To visit this beautiful city, you don't need to look for the best time as the climate is quite pleasant throughout the year. You will simply love to talk about New York's nightlife which is full of colours, music and dance. The restaurants and shopping complexes are other things which attract the travelers across the world. To book your New York tour at reasonable prices, you can log onto MakeMyTrip.com. It is one of the most popular travel portals where you get tour related services on discounted rates.

About Chicago (CHI)

Chicago is a dazzling city that captivates visitors with its vibrant atmosphere and stunning architecture. For travelers from Canada, Chicago offers an array of experiences, from world-class museums to picturesque waterfront parks. The city's rich cultural heritage and dynamic arts scene make it a must-visit destination.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city is alive with festivals. Summers can be warm and bustling, while winters are cold and snowy, perfect for those who enjoy winter sports.

Getting There

Chicago is served by two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). There are numerous flights to Chicago from Canada, including direct flights from Toronto, Vancouver, and Montreal. Ensure you have a valid passport and check visa requirements before booking your flight. Airlines such as Air Canada and United Airlines offer cheap flights to Chicago, making it accessible for Canadian travelers.

Where to Stay

Chicago boasts a wide range of accommodation options to suit all budgets. For luxury, consider staying in the Magnificent Mile area, home to upscale hotels and designer boutiques. Budget travelers can find affordable options in neighborhoods like Lincoln Park and Wicker Park. The Loop, Chicago's downtown area, is ideal for tourists wanting to be close to major attractions.

Must-See Places & Experiences

Chicago is renowned for its iconic landmarks and cultural institutions. Don't miss:
• The Art Institute of Chicago
• Millennium Park and the famous Cloud Gate sculpture
• Navy Pier, offering entertainment and stunning lake views
• Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
• The Magnificent Mile for shopping
• Willis Tower Skydeck for breathtaking city views

Local Transportation

Chicago's public transportation system is efficient and easy to navigate. The Chicago Transit Authority (CTA) operates buses and trains that connect the city and suburbs. Taxis and ride-sharing services like Uber and Lyft are readily available. For a scenic option, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Be sure to try local specialties such as deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. The city offers a variety of dining options, from Michelin-starred restaurants to casual eateries. Recommended spots include:
• Lou Malnati's Pizzeria for deep-dish pizza
• Portillo's for Chicago-style hot dogs
• Alinea for an upscale dining experience

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
• Useful Apps: Download the CTA Transit app for public transport information and OpenTable for restaurant reservations

Start planning your trip and book your Chicago flight today. With so much to offer, Chicago is a city that promises unforgettable experiences for Canadian travelers.

Frequently Asked Questions - New York to Chicago Flights

What is the best time to book cheap flight tickets from New York to Chicago?

To get cheap flight tickets from New York to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from New York (NYC) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Is passport mandatory to travel from New York to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Is there a way to make flexible departure date bookings for your New York to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from New York to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Can I find cheap accommodation near to airport when travelling from New York to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

How do MakeMyTrip finds the lowest available dare for flights from New York to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Can I cancel my ticket from New York to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Which airlines offer cheapest airfare from New York to Chicago?

There is no set pricing for airlines to offer cheap flight fare from New York to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from New York to Chicago.