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Cheap flights from Manhattan to Chicago from $272

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Manhattan to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

American Airlines Logo
7:00 am - 8:51 amMHK-ORD
1h 51mnonstop
American Airlines Logo
9:51 pm - 11:46 pmORD-MHK
1h 55mnonstop
$387American Airlines
Find Deal
Sat, Aug 30 - Mon, Sep 1
American Airlines Logo
12:18 pm - 7:12 pmMHK-ORD
6h 54m1 stop
American Airlines Logo
9:51 pm - 11:46 pmORD-MHK
1h 55mnonstop
$397American Airlines
Find Deal
Sat, Aug 30 - Mon, Sep 1
American Airlines Logo
6:59 am - 9:10 amMHK-ORD
2h 11mnonstop
American Airlines Logo
11:40 am - 1:32 pmORD-MHK
1h 52mnonstop
$411American Airlines
Find Deal
Tue, Dec 23 - Sat, Dec 27
American Airlines Logo
6:59 am - 8:53 amMHK-ORD
1h 54mnonstop
American Airlines Logo
10:04 pm - 11:58 pmORD-MHK
1h 54mnonstop
$413American Airlines
Find Deal
Fri, Sep 12 - Sun, Sep 14
American Airlines Logo
5:03 pm - 11:59 pmMHK-ORD
6h 56m1 stop
American Airlines Logo
9:51 pm - 11:46 pmORD-MHK
1h 55mnonstop
$423American Airlines
Find Deal
Fri, Aug 29 - Mon, Sep 1
American Airlines Logo
5:03 pm - 11:59 pmMHK-ORD
6h 56m1 stop
American Airlines Logo
6:00 am - 11:55 amORD-MHK
5h 55m1 stop
$432American Airlines
Find Deal
Fri, Sep 12 - Mon, Sep 15
American Airlines Logo
7:00 am - 8:51 amMHK-ORD
1h 51mnonstop
American Airlines Logo
5:16 pm - 7:10 pmORD-MHK
1h 54mnonstop
$447American Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
American Airlines Logo
5:39 am - 12:22 pmMHK-ORD
6h 43m1 stop
American Airlines Logo
5:16 pm - 7:10 pmORD-MHK
1h 54mnonstop
$457American Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
American Airlines Logo
5:39 am - 12:22 pmMHK-ORD
6h 43m1 stop
American Airlines Logo
4:21 pm - 10:56 pmORD-MHK
6h 35m1 stop
$466American Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
American Airlines Logo
7:00 am - 8:51 amMHK-ORD
1h 51mnonstop
American Airlines Logo
9:51 pm - 11:46 pmORD-MHK
1h 55mnonstop
$478American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17

American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets
American Airlines
Aug 30
MHK7:00 amManhattan
1h 51m
ORD8:51 amChicago O'Hare Intl
Sep 1
ORD9:51 pmChicago O'Hare Intl
1h 55m
MHK11:46 pmManhattan
$387
Find similar
American Airlines
Aug 30
MHK12:18 pmManhattan
6h 54m
1 stop
ORD7:12 pmChicago O'Hare Intl
Sep 1
ORD9:51 pmChicago O'Hare Intl
1h 55m
MHK11:46 pmManhattan
$397
Find similar
American Airlines
Dec 23
MHK6:59 amManhattan
2h 11m
ORD9:10 amChicago O'Hare Intl
Dec 27
ORD11:40 amChicago O'Hare Intl
1h 52m
MHK1:32 pmManhattan
$411
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Manhattan to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 8/30

7:00 am-8:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Mon 9/1

9:51 pm-11:46 pm

Nonstop1h 55m

$387

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 8/30

12:18 pm-7:12 pm

1 stop6h 54m

Chicago O'Hare Intl

Mon 9/1

9:51 pm-11:46 pm

Nonstop1h 55m

$397

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/23

6:59 am-9:10 am

Nonstop2h 11m

Chicago O'Hare Intl

Sat 12/27

11:40 am-1:32 pm

Nonstop1h 52m

$411

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 9/12

6:59 am-8:53 am

Nonstop1h 54m

Chicago O'Hare Intl

Sun 9/14

10:04 pm-11:58 pm

Nonstop1h 54m

$413

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 8/29

5:03 pm-11:59 pm

1 stop6h 56m

Chicago O'Hare Intl

Mon 9/1

9:51 pm-11:46 pm

Nonstop1h 55m

$423

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 9/12

5:03 pm-11:59 pm

1 stop6h 56m

Chicago O'Hare Intl

Mon 9/15

6:00 am-11:55 am

1 stop5h 55m

$432

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 8/16

7:00 am-8:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sat 8/23

5:16 pm-7:10 pm

Nonstop1h 54m

$447

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 8/16

5:39 am-12:22 pm

1 stop6h 43m

Chicago O'Hare Intl

Sat 8/23

5:16 pm-7:10 pm

Nonstop1h 54m

$457

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 8/16

5:39 am-12:22 pm

1 stop6h 43m

Chicago O'Hare Intl

Sat 8/23

4:21 pm-10:56 pm

1 stop6h 35m

$466

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 8/13

7:00 am-8:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sun 8/17

9:51 pm-11:46 pm

Nonstop1h 55m

$478

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Manhattan to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $525. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Manhattan to Chicago for around $686.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Manhattan to Chicago during this time can be as low as $536. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $597.

What is the cheapest Manhattan to Chicago flight route?

Fly from Manhattan to Chicago O'Hare Intl for the best Manhattan - Chicago flight prices

What cabin class options are available on Manhattan to Chicago flights?

There are 2 cabin classes available to choose from on Manhattan to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Manhattan to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Manhattan to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Manhattan to Chicago (MHK to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Manhattan to Chicago

Best Price Found

$272

Fastest flight time

1h 51m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Manhattan in the past 72 hours is $272. The best round-trip flight deal from Manhattan to Chicago found on momondo in the last 72 hours is $387.
The fastest flight from Manhattan to Chicago takes 1h 51m
Direct flights go from Manhattan to Chicago on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Manhattan to Chicago by plane?

    The straight-line distance from Manhattan to Chicago is 504.5 mi. By plane, this route typically takes 1h 51m.

  • When did momondo last update prices for flights from Manhattan Airport to Chicago?

    Prices for flights from Manhattan Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Manhattan Airport to Chicago?

  • How old do you have to be to fly from Manhattan Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Manhattan Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Manhattan to Chicago?

  • What is the most popular airline from Manhattan to Chicago?

Best airlines flying from Manhattan to Chicago

Compare and see reviews for airlines that fly from Manhattan to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $361Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Manhattan to Chicago

    American Airlines flies from Manhattan to Chicago around 12 times per week, with 10,000 momondo users rating the airline 7.2/10. The cheapest American Airlines deal from Manhattan to Chicago in the last 72 hours was $361 (round-trip), much lower than the average airfare cost of $460 for American Airlines flights on this route.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Manhattan to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Manhattan to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Manhattan to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Manhattan with this policy.

How can momondo help me find flights from Manhattan to Chicago?

Once all potential Manhattan to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Manhattan to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Manhattan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport