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Cheap flights from Manhattan to Chicago from $279

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 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:36 pm - 7:35 pmMHK-ORD
1h 59mnonstop
American Airlines Logo
10:17 pm - 12:14 amORD-MHK
1h 57mnonstop
$361American Airlines
Find Deal
Tue, Dec 23 - Sat, Dec 27
American Airlines Logo
6:16 pm - 11:15 pmMHK-ORD
4h 59m1 stop
American Airlines Logo
3:14 pm - 5:06 pmORD-MHK
1h 52mnonstop
$371American Airlines
Find Deal
Tue, Dec 23 - Sat, Dec 27
American Airlines Logo
5:36 pm - 7:35 pmMHK-ORD
1h 59mnonstop
American Airlines Logo
3:14 pm - 5:06 pmORD-MHK
1h 52mnonstop
$387American Airlines
Find Deal
Tue, Dec 23 - Fri, Dec 26
American Airlines Logo
6:16 pm - 11:15 pmMHK-ORD
4h 59m1 stop
American Airlines Logo
3:14 pm - 5:06 pmORD-MHK
1h 52mnonstop
$397American Airlines
Find Deal
Tue, Dec 23 - Fri, Dec 26
American Airlines Logo
9:00 am - 10:58 amMHK-ORD
1h 58mnonstop
American Airlines Logo
7:40 pm - 9:43 pmORD-MHK
2h 03mnonstop
$413American Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
5:50 am - 7:30 amMHK-ORD
1h 40mnonstop
American Airlines Logo
8:20 pm - 10:17 pmORD-MHK
1h 57mnonstop
$421American Airlines
Find Deal
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
6:00 am - 1:55 pmMHK-ORD
7h 55m1 stop
American Airlines Logo
7:40 pm - 9:43 pmORD-MHK
2h 03mnonstop
$423American Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
5:50 am - 7:30 amMHK-ORD
1h 40mnonstop
American Airlines Logo
5:00 am - 11:32 amORD-MHK
6h 32m1 stop
$431American Airlines
Find Deal
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
6:00 am - 1:55 pmMHK-ORD
7h 55m1 stop
American Airlines Logo
1:15 pm - 6:06 pmORD-MHK
4h 51m1 stop
$432American Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
4:07 pm - 9:16 pmMHK-ORD
5h 09m1 stop
American Airlines Logo
5:00 am - 11:32 amORD-MHK
6h 32m1 stop
$440American Airlines
Find Deal
Wed, Apr 15 - Sat, Apr 18

American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets
American Airlines
Dec 23
MHK5:36 pmManhattan
1h 59m
ORD7:35 pmChicago O'Hare Intl
Dec 27
ORD10:17 pmChicago O'Hare Intl
1h 57m
MHK12:14 amManhattan
$361
Find similar
American Airlines
Dec 23
MHK6:16 pmManhattan
4h 59m
1 stop
ORD11:15 pmChicago O'Hare Intl
Dec 27
ORD3:14 pmChicago O'Hare Intl
1h 52m
MHK5:06 pmManhattan
$371
Find similar
American Airlines
Dec 23
MHK5:36 pmManhattan
1h 59m
ORD7:35 pmChicago O'Hare Intl
Dec 26
ORD3:14 pmChicago O'Hare Intl
1h 52m
MHK5:06 pmManhattan
$387
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 October 30, 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

Tue 12/23

5:36 pm-7:35 pm

Nonstop1h 59m

Chicago O'Hare Intl

Sat 12/27

10:17 pm-12:14 am

Nonstop1h 57m

$361

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/23

6:16 pm-11:15 pm

1 stop4h 59m

Chicago O'Hare Intl

Sat 12/27

3:14 pm-5:06 pm

Nonstop1h 52m

$371

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/23

5:36 pm-7:35 pm

Nonstop1h 59m

Chicago O'Hare Intl

Fri 12/26

3:14 pm-5:06 pm

Nonstop1h 52m

$387

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 12/23

6:16 pm-11:15 pm

1 stop4h 59m

Chicago O'Hare Intl

Fri 12/26

3:14 pm-5:06 pm

Nonstop1h 52m

$397

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Thu 1/15

9:00 am-10:58 am

Nonstop1h 58m

Chicago O'Hare Intl

Thu 1/22

7:40 pm-9:43 pm

Nonstop2h 03m

$413

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 4/15

5:50 am-7:30 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 4/18

8:20 pm-10:17 pm

Nonstop1h 57m

$421

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Thu 1/15

6:00 am-1:55 pm

1 stop7h 55m

Chicago O'Hare Intl

Thu 1/22

7:40 pm-9:43 pm

Nonstop2h 03m

$423

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 4/15

5:50 am-7:30 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 4/18

5:00 am-11:32 am

1 stop6h 32m

$431

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Thu 1/15

6:00 am-1:55 pm

1 stop7h 55m

Chicago O'Hare Intl

Thu 1/22

1:15 pm-6:06 pm

1 stop4h 51m

$432

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 4/15

4:07 pm-9:16 pm

1 stop5h 09m

Chicago O'Hare Intl

Sat 4/18

5:00 am-11:32 am

1 stop6h 32m

$440

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 typical price of a round-trip flight between Manhattan and Chicago?

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 $460. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Manhattan to Chicago for around $678.

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 in the morning. Flights from Manhattan to Chicago during this time can be as low as $543. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $724.

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 3 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.

Can stopping save me money on Manhattan to Chicago flights?

You could potentially save up to 25% on your flight if you consider stops on a Manhattan to Chicago flight.

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

$283

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Manhattan in the past 72 hours is $283. The best round-trip flight deal from Manhattan to Chicago found on momondo in the last 72 hours is $432.
The fastest flight from Manhattan to Chicago takes 1h 40m
Direct flights go from Manhattan to Chicago every day.
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 40m.

  • 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
11,034 reviews
Search American Airlines flights

  • American Airlines Flights From Manhattan to Chicago

    American Airlines flies from Manhattan to Chicago around 4 times per week, with 11,034 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 $452 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