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$220+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MHK — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$361
(American Airlines)

One-way from

$220
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$430

Good round-trip deal

$387 or less

Good one-way deal

$291 or less
From Manhattan to Chicago (CHI)
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One-way flight from Manhattan to Chicago (CHI)
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High demand for flights, 8% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Manhattan to Chicago (CHI).
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Price to beat on a one-way flight from Manhattan to Chicago (CHI).
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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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
Wed 11/266:00 amMHK - ORD
Nonstop2h 05mAmerican Airlines
Tue 12/210:06 pmORD - MHK
Nonstop1h 59mAmerican Airlines
Deal found 9/11$361
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 10/317:00 amMHK - ORD
Nonstop1h 53mAmerican Airlines
Mon 11/310:08 pmORD - MHK
Nonstop1h 59mAmerican Airlines
Deal found 9/11$387
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 12/235:41 pmMHK - ORD
Nonstop1h 59mAmerican Airlines
Sat 12/273:14 pmORD - MHK
Nonstop1h 52mAmerican Airlines
Deal found 9/10$411
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 10/243:54 pmMHK - ORD
Nonstop1h 54mAmerican Airlines
Mon 10/2710:05 pmORD - MHK
Nonstop1h 54mAmerican Airlines
Deal found 9/11$413
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Fri 9/266:59 amMHK - ORD
Nonstop1h 54mAmerican Airlines
Tue 9/306:44 pmORD - MHK
Nonstop2h 03mAmerican Airlines
Deal found 9/11$478

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 September 11, 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

Wed 11/26

6:00 am-8:05 am

Nonstop2h 05m

Chicago O'Hare Intl

Tue 12/2

10:06 pm-12:05 am

Nonstop1h 59m

$361

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 10/31

7:00 am-8:53 am

Nonstop1h 53m

Chicago O'Hare Intl

Mon 11/3

10:08 pm-12:07 am

Nonstop1h 59m

$387

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/23

5:41 pm-7:40 pm

Nonstop1h 59m

Chicago O'Hare Intl

Sat 12/27

3:14 pm-5:06 pm

Nonstop1h 52m

$411

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 10/24

3:54 pm-5:48 pm

Nonstop1h 54m

Chicago O'Hare Intl

Mon 10/27

10:05 pm-11:59 pm

Nonstop1h 54m

$413

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Thu 10/30

7:00 am-8:53 am

Nonstop1h 53m

Chicago O'Hare Intl

Sun 11/2

5:18 am-11:39 am

1 stop6h 21m

$423

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 9/26

6:59 am-8:53 am

Nonstop1h 54m

Chicago O'Hare Intl

Tue 9/30

10:03 am-4:33 pm

1 stop6h 30m

$488

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/9

12:09 pm-7:19 am

2 stops19h 10m

$220

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 12/10

5:15 am-7:39 pm

2 stops14h 24m

$254

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 10/7

5:34 am-7:01 pm

2 stops13h 27m

$254

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 9/30

6:59 am-8:53 am

Nonstop1h 54m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 16 results
1
2

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, August is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $245). Flying from Manhattan to Chicago in March is currently the most expensive (average of $321). 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 September 11, 2025.

When flying from Manhattan to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 22% versus a flight in the afternoon.

Weekly flight availability from Manhattan to Chicago

Explore weekly flight availability from Manhattan to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 11, 2025.

The most flights from MHK to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 September 11, 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
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.2

Crew

8.0

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 2h 05m. 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 SkyWest Airlines (69%), American Airlines (62%) or Qatar Airways (55%) 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 $205. While the most popular route (Manhattan - Chicago O'Hare Intl) can be booked for $411 on average, our data indicates $1,326 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, August is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $245). Flying from Manhattan to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
Chesterton

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$361Average$460FlexibilityNo cancel feeOn-time71%

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