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Cheap flights from Manhattan to Chicago from $324

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 6/5. 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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Find the cheapest flights from Manhattan to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
6:04 am - 11:20 am
ORD
-
MHK
5h 16m
1 stop
$448American Airlines
Fri, Jul 3 - Tue, Jul 7
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
2:26 pm - 4:24 pm
ORD
-
MHK
1h 58mnonstop
$449American Airlines
Sat, Jun 13 - Wed, Jun 24
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
5:59 am - 11:19 am
ORD
-
MHK
5h 20m
1 stop
$458American Airlines
Sat, Jun 13 - Wed, Jun 24
American Airlines Logo
11:51 am - 11:08 am
MHK
-
ORD
23h 17m
1 stop
American Airlines Logo
2:26 pm - 4:24 pm
ORD
-
MHK
1h 58mnonstop
$462American Airlines
Sat, Jun 13 - Sun, Jun 14
American Airlines Logo
6:48 pm - 12:39 am
MHK
-
ORD
5h 51m
1 stop
American Airlines Logo
5:00 am - 11:19 am
ORD
-
MHK
6h 19m
1 stop
$468American Airlines
Sat, Jun 13 - Wed, Jun 24
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
2:31 pm - 4:25 pm
ORD
-
MHK
1h 54mnonstop
$472American Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
2:53 pm - 4:47 pm
ORD
-
MHK
1h 54mnonstop
$477American Airlines
Fri, Jul 3 - Tue, Jul 7
American Airlines Logo
4:57 pm - 6:59 pm
MHK
-
ORD
2h 02mnonstop
American Airlines Logo
5:59 am - 11:19 am
ORD
-
MHK
5h 20m
1 stop
$478American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
4:55 pm - 6:59 pm
MHK
-
ORD
2h 04mnonstop
American Airlines Logo
2:26 pm - 4:24 pm
ORD
-
MHK
1h 58mnonstop
$480American Airlines
Sat, Jun 13 - Sun, Jun 14
American Airlines Logo
6:48 pm - 12:42 am
MHK
-
ORD
5h 54m
1 stop
American Airlines Logo
5:59 am - 11:19 am
ORD
-
MHK
5h 20m
1 stop
$487American Airlines
Wed, Jun 3 - Wed, Jun 10

American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets
American Airlines
Jul 3
MHK4:55 pmManhattan
2h 04m
ORD6:59 pmChicago O'Hare Intl
Jul 7
ORD6:04 amChicago O'Hare Intl
5h 16m
1 stop
MHK11:20 amManhattan
$448
American Airlines
Jun 13
MHK4:55 pmManhattan
2h 04m
ORD6:59 pmChicago O'Hare Intl
Jun 24
ORD2:26 pmChicago O'Hare Intl
1h 58m
MHK4:24 pmManhattan
$449
American Airlines
Jun 13
MHK4:55 pmManhattan
2h 04m
ORD6:59 pmChicago O'Hare Intl
Jun 24
ORD5:59 amChicago O'Hare Intl
5h 20m
1 stop
MHK11:19 amManhattan
$458

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 May 10, 2026.
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

Cheapest round-trip

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 7/3

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Tue 7/7

6:04 am-11:20 am

1 stop5h 16m

$448

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 6/13

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Wed 6/24

2:26 pm-4:24 pm

Nonstop1h 58m

$449

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 6/13

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Wed 6/24

5:59 am-11:19 am

1 stop5h 20m

$458

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 6/13

11:51 am-11:08 am

1 stop23h 17m

Chicago O'Hare Intl

Sun 6/14

2:26 pm-4:24 pm

Nonstop1h 58m

$462

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 6/13

6:48 pm-12:39 am

1 stop5h 51m

Chicago O'Hare Intl

Wed 6/24

5:00 am-11:19 am

1 stop6h 19m

$468
Quickest round-trip

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 7/3

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Mon 7/6

2:31 pm-4:25 pm

Nonstop1h 54m

$472

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Fri 7/3

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Tue 7/7

2:53 pm-4:47 pm

Nonstop1h 54m

$477

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 6/3

4:57 pm-6:59 pm

Nonstop2h 02m

Chicago O'Hare Intl

Wed 6/10

5:59 am-11:19 am

1 stop5h 20m

$478

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Sat 6/13

4:55 pm-6:59 pm

Nonstop2h 04m

Chicago O'Hare Intl

Sun 6/14

2:26 pm-4:24 pm

Nonstop1h 58m

$480

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Wed 6/3

6:48 pm-12:42 am

1 stop5h 54m

Chicago O'Hare Intl

Wed 6/10

5:59 am-11:19 am

1 stop5h 20m

$487

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 month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Manhattan, with most prices found around $0. If you’re not able to fly to Chicago in December, then January is your next best option. Flight prices from Manhattan to Chicago during January average around $0.

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 $470. 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 $918.

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 $517. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $777.

What is the cheapest Manhattan to Chicago flight route?

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

Can stopping save me money on Manhattan to Chicago flights?

You could potentially save up to 11% 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

$289

Fastest flight time

1h 59m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Manhattan in the past 72 hours is $289. The best round-trip flight deal from Manhattan to Chicago found on momondo in the last 72 hours is $503.
The fastest flight from Manhattan to Chicago takes 1h 59m
Direct flights go from Manhattan to Chicago on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Manhattan there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Manhattan to Chicago

  • 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 59m.

  • 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
7.1
11,670 reviews
Search American Airlines flights

  • American Airlines Flights From Manhattan to Chicago

    American Airlines flies from Manhattan to Chicago around 14 times per week, with 11,670 momondo users rating the airline 7.1/10. 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 $490 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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.

An easier way to manage your Chicago trip

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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