One Way

Popular Filters

+ 1 more

One Way Price

CAD 591 CAD 1,300

Duration

2 h 4 m 12 h 0 m

Stops From Manhattan

Departure From Manhattan

6 AM - 12 PM

CAD 606

12 PM - 6 PM

CAD 592

After 6 PM

CAD 606

Arrival at Chicago

Before 6 AM

CAD 606

6 AM - 12 PM

CAD 606

12 PM - 6 PM

CAD 739

After 6 PM

CAD 592

Alliances & Airlines

Oneworld

(12)

SkyTeam

()

Star Alliance

()

Layover Airports

Layover Duration

51 m 8 h 0 m

Top Flights From Chicago

Manhattan To Chicago Flights

Book Manhattan to Chicago flight tickets at lowest price. Get best deals on your upcoming Manhattan to Chicago flights only on MakeMyTrip. Also Book Chicago to Manhattan Flights. Currently 12 flights flying from Manhattan 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
American Airlines

CAD 613

CAD 592

Manhattan to Chicago , 13 Jun

American Airlines AA | 4151

16:55

Sat, 13 Jun 26

Manhattan, United States

02 h 04 m

18:59

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 627

CAD 606

Manhattan to Chicago , 13 Jun

American Airlines AA | 3956

06:00

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

07:39

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 1059

08:30

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 38 m

11:08

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 655

CAD 633

Manhattan to Chicago , 13 Jun

American Airlines AA | 3956

06:00

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

07:39

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 1290

09:30

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 29 m

11:59

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 739

Manhattan to Chicago , 13 Jun

American Airlines AA | 3956

06:00

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

07:39

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 3330

10:45

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 33 m

13:18

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 776

CAD 750

Manhattan to Chicago , 13 Jun

American Airlines AA | 4010

11:51

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

13:30

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2740

15:24

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 35 m

17:59

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

CAD 1,116

CAD 1,079

Manhattan to Chicago , 13 Jun

American Airlines AA | 4010

11:51

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

13:30

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 1424

18:31

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 29 m

21:00

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 1,167

CAD 1,130

Manhattan to Chicago , 13 Jun

American Airlines AA | 3956

06:00

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

07:39

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2988

13:10

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 29 m

15:39

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

CAD 1,319

CAD 1,282

Manhattan to Chicago , 13 Jun

American Airlines AA | 4010

11:51

Sat, 13 Jun 26

Manhattan, United States

01 h 39 m

13:30

Sat, 13 Jun 26

Dallas/Fort Worth, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 1893

17:35

Sat, 13 Jun 26

Dallas/Fort Worth, United States

02 h 36 m

20:11

Sat, 13 Jun 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago Address

Manhattan Address

Manhattan to Chicago Flights Information:-

Looking for Manhattan 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 1 airlines operating flights between the two destinations and approximately 12 flights take off from Manhattan to Chicago every week.

Need information on Manhattan to Chicago airfare?

The minimum airfare for a Manhattan to Chicago flight would be 591, which may go up to 1281 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 Manhattan to Chicago

If you are looking for Manhattan 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. Out of these, only 1 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 : 12

To board the first Manhattan to Chicago flight, choose American Airlines, which departs at 06:00 The last flight for this route is American Airlines, departing at 18:48

Chicago Airport Information

Chicago Midway Intl

About Manhattan (MHK)

Manhattan

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 - Manhattan to Chicago Flights

Can I find cheap accommodation near to airport when travelling from Manhattan 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.

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

To get cheap flight tickets from Manhattan 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 Manhattan (MHK) 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 there a way to make flexible departure date bookings for your Manhattan to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Manhattan 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.

Is passport mandatory to travel from Manhattan 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.

Which airlines offer cheapest airfare from Manhattan to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Manhattan 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 Manhattan to Chicago.

How do MakeMyTrip finds the lowest available dare for flights from Manhattan 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 Manhattan 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.