HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$279+ Cheap flights from Manhattan (MHK) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
MHK — CHI
nov. 27 — déc. 41
jeu. 11/27
jeu. 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Manhattan to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Manhattan to Chicago

Cheapest flights from Manhattan to Chicago
Explore the most affordable flight options available from Manhattan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octobre 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/235:36 pmMHK - ORD
Nonstop1h 59mAmerican Airlines
sam. 12/273:14 pmORD - MHK
Nonstop1h 52mAmerican Airlines
Deal found 10/28$361
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/235:36 pmMHK - ORD
Nonstop1h 59mAmerican Airlines
ven. 12/263:14 pmORD - MHK
Nonstop1h 52mAmerican Airlines
Deal found 10/27$387
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/51:45 pmMHK - ORD
Nonstop1h 53mAmerican Airlines
dim. 12/711:01 amORD - MHK
Nonstop2h 05mAmerican Airlines
Deal found 10/27$413
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/41:34 pmMHK - ORD
Nonstop2h 01mAmerican Airlines
mar. 11/118:27 pmORD - MHK
Nonstop2h 03mAmerican Airlines
Deal found 10/27$456
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/86:09 amMHK - ORD
Nonstop2h 05mAmerican Airlines
mar. 11/1111:02 amORD - MHK
Nonstop2h 02mAmerican Airlines
Deal found 10/27$457
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/45:20 amMHK - ORD
1 stop5h 17mAmerican Airlines
mer. 11/1211:02 amORD - MHK
Nonstop2h 02mAmerican Airlines
Deal found 10/27$466

Cheap flight deals from Manhattan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Manhattan (MHK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated octobre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$361
(American Airlines)

One-way from

$279
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$478

Good round-trip deal

$432 or less

Good one-way deal

$283 or less
Provider with most accurate pricing for Manhattan-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Manhattan-Chicago (CHI) flights.
Search Deals
From Manhattan to Chicago (CHI)
Search Deals
One-way flight from Manhattan to Chicago (CHI)
Search Deals
High demand for flights, 8% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Manhattan to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Manhattan to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Manhattan to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octobre 28, 2025.
Use the filters below to find and compare flights from Manhattan to Chicago that are best for you.

Fly from

Manhattan

Fly to

Chicago

Route

Depart

Return

Price

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

mar. 12/23

5:36 pm-7:35 pm

Nonstop1h 59m

Chicago O'Hare Intl

sam. 12/27

3:14 pm-5:06 pm

Nonstop1h 52m

$361

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

jeu. 2/19

5:36 am-7:30 am

Nonstop1h 54m

Chicago O'Hare Intl

sam. 2/21

11:40 am-1:27 pm

Nonstop1h 47m

$366

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

mar. 12/23

5:36 pm-7:35 pm

Nonstop1h 59m

Chicago O'Hare Intl

ven. 12/26

3:14 pm-5:06 pm

Nonstop1h 52m

$387

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

mar. 1/27

6:45 pm-11:00 am

2 stops16h 15m

$279

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

lun. 1/26

6:00 am-8:10 pm

2 stops14h 10m

$279

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

mer. 1/28

6:45 pm-11:00 am

2 stops16h 15m

$279

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

jeu. 1/22

6:00 am-8:10 pm

2 stops14h 10m

$279

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

sam. 1/24

12:45 pm-7:12 am

2 stops18h 27m

$286

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

jeu. 1/29

6:45 pm-11:00 am

2 stops16h 15m

$313

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ven. 1/23

6:00 am-8:10 pm

2 stops14h 10m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 13 results
1
2

Compare providers for flights from Manhattan to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Manhattan to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Manhattan-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Manhattan-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Manhattan-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Manhattan-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Manhattan-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Manhattan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Manhattan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Manhattan to Chicago

What is the cheapest month to book a flight from Manhattan to Chicago?

Currently, October is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $117). Flying from Manhattan to Chicago in March is currently the most expensive (average of $245). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MHK to CHI?

Find hourly flight availability from Manhattan to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octobre 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Manhattan to Chicago as you normally would.

How much does it cost to fly round-trip from Manhattan to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated octobre 28, 2025.
Read reviews from past customers who have flown American Airlines from Manhattan to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Manhattan to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Manhattan to Chicago?

    Manhattan (MHK) is the airport you will fly out of if you book a flight from Manhattan to Chicago. You should not have trouble finding flights to Chicago from Manhattan; the airport handles an average of 2 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Manhattan airport to Chicago. It is only a 6.2 mi journey to Manhattan (MHK) from Manhattan’s city center.

  • How long is the flight from Manhattan to Chicago?

    Departing from Manhattan to Chicago will take you 1h 59m. The distance between Manhattan and Chicago is about 500 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from Manhattan to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $361. American Airlines is priced at 16% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Manhattan to Chicago?

    No one likes to see their flight delayed. When booking a flight from Manhattan to Chicago consider choosing United Airlines (100%), Qatar Airways (81%) or SkyWest Airlines (80%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Manhattan to Chicago?

    Looking at all options, your cheapest flight can be booked for $194. While the most popular route (Manhattan - Chicago O'Hare Intl) can be booked for $361 on average, our data indicates $1,355 when flying from Manhattan to Chicago.

  • Can I find deals for flights from Manhattan to Chicago that include hotel bookings?

    Yes. In addition to deals on Manhattan to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Manhattan to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Manhattan to Chicago.

  • Can I find deals for business class flights from Manhattan to Chicago?

    Yes. Cheapflights offers flight deals from Manhattan to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Manhattan to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $117). Flying from Manhattan to Chicago in March is currently the most expensive (average of $245). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Manhattan to Chicago

Discover the top airline that operate flights from Manhattan to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octobre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$361Average$452FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.