What is the cheapest airline that flies from Manhattan to Chicago?

American Airlines is the most popular carrier operating from Manhattan to Chicago

How many flights depart from Manhattan to Chicago on average per week?

21 flights are operational weekly from Manhattan to Chicago as of November 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

What airlines fly to Chicago?

United Airlines, Southwest and American Airlines are the top three most popular airlines that fly to Chicago from Manhattan according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Manhattan to Chicago on average per day?

The number of flights available between Manhattan and Chicago is 3 per day as of November 2026. The most frequent departure time is 7:00AM, with 100% of daily flights leaving at noon.

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?

The number of operators available for flights from Manhattan Airport to Chicago is 1 as of November 2026.

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.

$340 Cheap Flights from Manhattan to Chicago in 2026/27

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Find the cheapest flights from Manhattan to Chicago

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One-way

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:06 am - 9:09 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 03mnonstop

10:01 pm - 12:05 amORD Chicago O'Hare Intl-MHK Manhattan

2h 04mnonstop

$452American Airlines

Tue, Nov 24 - Sat, Nov 28

6:39 pm - 12:20 amMHK Manhattan-ORD Chicago O'Hare Intl

5h 41m1 stop Dallas/Fort Worth

10:01 pm - 12:05 amORD Chicago O'Hare Intl-MHK Manhattan

2h 04mnonstop

$462American Airlines

Tue, Nov 24 - Sat, Nov 28

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

10:00 pm - 12:07 amORD Chicago O'Hare Intl-MHK Manhattan

2h 07mnonstop

$548American Airlines

Wed, Dec 9 - Wed, Dec 16

5:46 am - 12:24 pmMHK Manhattan-ORD Chicago O'Hare Intl

6h 38m1 stop Dallas/Fort Worth

10:00 pm - 12:07 amORD Chicago O'Hare Intl-MHK Manhattan

2h 07mnonstop

$558American Airlines

Wed, Dec 9 - Wed, Dec 16

11:00 am - 6:30 pmMHK Manhattan-ORD Chicago O'Hare Intl

7h 30m1 stop Dallas/Fort Worth

4:00 pm - 11:11 pmORD Chicago O'Hare Intl-MHK Manhattan

7h 11m1 stop Dallas/Fort Worth

$567American Airlines

Wed, Dec 9 - Wed, Dec 16

6:39 pm - 12:20 amMHK Manhattan-ORD Chicago O'Hare Intl

5h 41m1 stop Dallas/Fort Worth

5:00 am - 10:31 amORD Chicago O'Hare Intl-MHK Manhattan

5h 31m1 stop Dallas/Fort Worth

$585American Airlines

Tue, Nov 24 - Sat, Nov 28

7:04 am - 9:05 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 01mnonstop

10:03 pm - 11:59 pmORD Chicago O'Hare Intl-MHK Manhattan

1h 56mnonstop

$591American Airlines

Fri, Apr 16 - Sun, Apr 18

7:04 am - 9:05 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 01mnonstop

9:46 am - 5:54 pmORD Chicago O'Hare Intl-MHK Manhattan

8h 08m1 stop Dallas/Fort Worth

$600American Airlines

Fri, Apr 16 - Sun, Apr 18

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Wed, Dec 9 - Tue, Dec 29

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Sat, Dec 5 - Wed, Dec 30

Cheap direct flights

Enter your travel dates to find the best prices.

7:06 am - 9:09 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 03mnonstop

10:01 pm - 12:05 amORD Chicago O'Hare Intl-MHK Manhattan

2h 04mnonstop

$452American Airlines

Tue, Nov 24 - Sat, Nov 28

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

10:00 pm - 12:07 amORD Chicago O'Hare Intl-MHK Manhattan

2h 07mnonstop

$548American Airlines

Wed, Dec 9 - Wed, Dec 16

7:04 am - 9:05 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 01mnonstop

10:03 pm - 11:59 pmORD Chicago O'Hare Intl-MHK Manhattan

1h 56mnonstop

$591American Airlines

Fri, Apr 16 - Sun, Apr 18

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Wed, Dec 9 - Tue, Dec 29

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Sat, Dec 5 - Wed, Dec 30

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Sat, Dec 5 - Tue, Dec 29

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Tue, Dec 8 - Tue, Dec 29

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

3:26 pm - 5:28 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 02mnonstop

$605American Airlines

Tue, Dec 8 - Wed, Dec 30

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

9:49 pm - 11:56 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 07mnonstop

$605American Airlines

Wed, Dec 9 - Wed, Dec 30

7:04 am - 9:10 amMHK Manhattan-ORD Chicago O'Hare Intl

2h 06mnonstop

9:49 pm - 11:56 pmORD Chicago O'Hare Intl-MHK Manhattan

2h 07mnonstop

$620American Airlines

Sat, Dec 5 - Mon, Dec 28

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American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets

American Airlines

Nov 24

MHK7:06 amManhattan

2h 03m

ORD9:09 amChicago O'Hare Intl

Nov 28

ORD10:01 pmChicago O'Hare Intl

2h 04m

MHK12:05 amManhattan

$452

American Airlines

Nov 24

MHK6:39 pmManhattan

5h 41m

1 stop

ORD12:20 amChicago O'Hare Intl

Nov 28

ORD10:01 pmChicago O'Hare Intl

2h 04m

MHK12:05 amManhattan

$462

American Airlines

Nov 21

MHK6:39 pmManhattan

5h 41m

1 stop

ORD12:20 amChicago O'Hare Intl

Nov 25

ORD5:00 amChicago O'Hare Intl

5h 31m

1 stop

MHK10:31 amManhattan

$471

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Tue 11/24

7:06 am-9:09 am

Nonstop2h 03m

Chicago O'Hare Intl

Sat 11/28

10:01 pm-12:05 am

Nonstop2h 04m

$452

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Tue 11/24

6:39 pm-12:20 am

1 stop5h 41m

Chicago O'Hare Intl

Sat 11/28

10:01 pm-12:05 am

Nonstop2h 04m

$462

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Wed 12/9

7:04 am-9:10 am

Nonstop2h 06m

Chicago O'Hare Intl

Wed 12/16

10:00 pm-12:07 am

Nonstop2h 07m

$548

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Wed 12/9

5:46 am-12:24 pm

1 stop6h 38m

Chicago O'Hare Intl

Wed 12/16

10:00 pm-12:07 am

Nonstop2h 07m

$558

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Wed 12/9

11:00 am-6:30 pm

1 stop7h 30m

Chicago O'Hare Intl

Wed 12/16

4:00 pm-11:11 pm

1 stop7h 11m

$567

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Tue 11/24

6:39 pm-12:20 am

1 stop5h 41m

Chicago O'Hare Intl

Sat 11/28

5:00 am-10:31 am

1 stop5h 31m

$585

Quickest round-trip

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Fri 4/16

7:04 am-9:05 am

Nonstop2h 01m

Chicago O'Hare Intl

Sun 4/18

10:03 pm-11:59 pm

Nonstop1h 56m

$591

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Fri 4/16

7:04 am-9:05 am

Nonstop2h 01m

Chicago O'Hare Intl

Sun 4/18

9:46 am-5:54 pm

1 stop8h 08m

$600

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Wed 12/9

7:04 am-9:10 am

Nonstop2h 06m

Chicago O'Hare Intl

Tue 12/29

3:26 pm-5:28 pm

Nonstop2h 02m

$605

ManhattanChicago

MHK Manhattan - ORD Chicago O'Hare Intl

MHKORD

Manhattan

Sat 12/5

7:04 am-9:10 am

Nonstop2h 06m

Chicago O'Hare Intl

Wed 12/30

3:26 pm-5:28 pm

Nonstop2h 02m

$605

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of July 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 July, 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 $500. 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 $935.

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 $570. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $694.

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 4 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 14% 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	$340
Fastest flight time	2h 01m
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 $340. The best round-trip flight deal from Manhattan to Chicago found on momondo in the last 72 hours is $452.

The fastest flight from Manhattan to Chicago takes 2h 01m

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).

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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 2h 01m.
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?
The number of operators available for flights from Manhattan Airport to Chicago is 1 as of November 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Manhattan to Chicago is Embraer 170, representing 71.43% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet at 9.52%, Embraer 175 at 9.52%, and Canadair (Bombardier) Regional Jet 200 at 4.76%.
What is the most popular airline from Manhattan to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Manhattan to Chicago is American Airlines (100% of total bookings).

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 Airlines	PriceFrom $468	Free Cancellation	Rating 7.0 12,224 reviews		Search American Airlines flights

American Airlines Flights From Manhattan to Chicago
American Airlines flies from Manhattan to Chicago around 7 times per week, with 12,227 momondo users rating the airline 7.0/10. The cheapest American Airlines deal from Manhattan to Chicago in the last 72 hours was $468 (round-trip), much lower than the average airfare cost of $515 for American Airlines flights on this route.

Merrillville

New Buffalo

Hammond

Portage

Lansing

Benton Harbor

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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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Fly into one of these airports located in Chicago

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Cheap flights from Manhattan to Chicago from $340

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 12/25. 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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American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets

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How to get the cheapest flight ticket from Manhattan to Chicago

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Manhattan to Chicago flight route?

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

Can stopping save me money on Manhattan to Chicago flights?

What is the cheapest airline that flies from Manhattan to Chicago?

What airlines fly to Chicago?

How many flights depart from Manhattan to Chicago on average per day?

How many flights depart from Manhattan to Chicago on average per week?

When to book flights from Manhattan to Chicago

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying 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

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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