What airlines fly to Chicago?

United Airlines, American Airlines and Southwest 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 44% 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 week?

22 flights are operational weekly from Manhattan to Chicago as of March 2026. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.

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 March 2026. The most frequent departure time is 5:00PM, with 75% of daily flights leaving in the afternoon.

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

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

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 March 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.

$204 Cheap Flights from Manhattan to Chicago in 2026

Q: What is the typical price of a round-trip flight between Manhattan and Chicago?

Prices are currently high for flights on this route. Typical prices usually range from $394 to $377. The lowest price recently found on this route was $429.

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Find the cheapest flights from Manhattan to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

4:57 pm - 6:59 pm

MHK

ORD

2h 02mnonstop

2:26 pm - 4:27 pm

ORD

MHK

2h 01mnonstop

$429American Airlines

ds., juny 13 - dc., juny 24

11:51 am - 6:11 pm

MHK

ORD

6h 20m

1 stop

2:26 pm - 4:27 pm

ORD

MHK

2h 01mnonstop

$438American Airlines

ds., juny 13 - dc., juny 24

11:51 am - 7:33 pm

MHK

ORD

7h 42m

1 stop

5:00 am - 11:19 am

ORD

MHK

6h 19m

1 stop

$448American Airlines

ds., juny 13 - dc., juny 24

6:49 am - 8:48 am

MHK

ORD

1h 59mnonstop

6:00 am - 11:19 am

ORD

MHK

5h 19m

1 stop

$459American Airlines

ds., juny 13 - dj., juny 25

11:51 am - 7:33 pm

MHK

ORD

7h 42m

1 stop

3:50 pm - 12:08 am

ORD

MHK

8h 18m

1 stop

$469American Airlines

ds., juny 13 - dj., juny 25

4:57 pm - 6:59 pm

MHK

ORD

2h 02mnonstop

9:06 pm - 11:03 pm

ORD

MHK

1h 57mnonstop

$470American Airlines

dc., juny 3 - dg., juny 7

7:04 am - 9:05 am

MHK

ORD

2h 01mnonstop

3:05 pm - 5:06 pm

ORD

MHK

2h 01mnonstop

$471American Airlines

dv., maig 15 - dl., maig 18

6:48 pm - 12:42 am

MHK

ORD

5h 54m

1 stop

9:06 pm - 11:03 pm

ORD

MHK

1h 57mnonstop

$479American Airlines

dc., juny 3 - dg., juny 7

6:24 pm - 11:48 pm

MHK

ORD

5h 24m

1 stop

3:05 pm - 5:06 pm

ORD

MHK

2h 01mnonstop

$480American Airlines

dv., maig 15 - dl., maig 18

4:57 pm - 7:08 pm

MHK

ORD

2h 11mnonstop

2:25 pm - 4:27 pm

ORD

MHK

2h 02mnonstop

$489American Airlines

dg., jul.. 12 - dt., jul.. 21

American Airlines flights from Manhattan to Chicago

Our best American Airlines deals on Manhattan to Chicago flight tickets

American Airlines

Jun 13

MHK4:57 pmManhattan

2h 02m

ORD6:59 pmChicago O'Hare Intl

Jun 24

ORD2:26 pmChicago O'Hare Intl

2h 01m

MHK4:27 pmManhattan

$429

American Airlines

Jun 13

MHK11:51 amManhattan

6h 20m

1 stop

ORD6:11 pmChicago O'Hare Intl

Jun 24

ORD2:26 pmChicago O'Hare Intl

2h 01m

MHK4:27 pmManhattan

$438

American Airlines

Jun 13

MHK11:51 amManhattan

7h 42m

1 stop

ORD7:33 pmChicago O'Hare Intl

Jun 24

ORD5:00 amChicago O'Hare Intl

6h 19m

1 stop

MHK11:19 amManhattan

$448

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ds. 6/13

4:57 pm-6:59 pm

Nonstop2h 02m

Chicago O'Hare Intl

dc. 6/24

2:26 pm-4:27 pm

Nonstop2h 01m

$429

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ds. 6/13

11:51 am-6:11 pm

1 stop6h 20m

Chicago O'Hare Intl

dc. 6/24

2:26 pm-4:27 pm

Nonstop2h 01m

$438

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ds. 6/13

11:51 am-7:33 pm

1 stop7h 42m

Chicago O'Hare Intl

dc. 6/24

5:00 am-11:19 am

1 stop6h 19m

$448

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ds. 6/13

6:49 am-8:48 am

Nonstop1h 59m

Chicago O'Hare Intl

dj. 6/25

6:00 am-11:19 am

1 stop5h 19m

$459

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

ds. 6/13

11:51 am-7:33 pm

1 stop7h 42m

Chicago O'Hare Intl

dj. 6/25

3:50 pm-12:08 am

1 stop8h 18m

$469

Quickest round-trip

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

dc. 6/3

4:57 pm-6:59 pm

Nonstop2h 02m

Chicago O'Hare Intl

dg. 6/7

9:06 pm-11:03 pm

Nonstop1h 57m

$470

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

dv. 5/15

7:04 am-9:05 am

Nonstop2h 01m

Chicago O'Hare Intl

dl. 5/18

3:05 pm-5:06 pm

Nonstop2h 01m

$471

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

dc. 6/3

6:48 pm-12:42 am

1 stop5h 54m

Chicago O'Hare Intl

dg. 6/7

9:06 pm-11:03 pm

Nonstop1h 57m

$479

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

dv. 5/15

6:24 pm-11:48 pm

1 stop5h 24m

Chicago O'Hare Intl

dl. 5/18

3:05 pm-5:06 pm

Nonstop2h 01m

$480

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

dg. 7/12

4:57 pm-7:08 pm

Nonstop2h 11m

Chicago O'Hare Intl

dt. 7/21

2:25 pm-4:27 pm

Nonstop2h 02m

$489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 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 $450. 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 $873.

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 $512. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $671.

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?

No. A direct flight is the cheapest option for a flight between Manhattan to Chicago.

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	$268
Fastest flight time	2h 01m
Direct flights	Mon, Tue, 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 $268. The best round-trip flight deal from Manhattan to Chicago found on momondo in the last 72 hours is $376.

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

Direct flights go from Manhattan to Chicago on Monday, Tuesday, 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

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 March 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 33.33% of all bookings. The subsequent popular models are Embraer 175 at 19.05%, Canadair (Bombardier) Regional Jet 700 at 14.29%, and Canadair (Bombardier) Regional Jet at 9.52%.
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 $361	Free Cancellation	Rating 7.1 11,521 reviews		Search American Airlines flights

American Airlines Flights From Manhattan to Chicago
American Airlines flies from Manhattan to Chicago around 11 times per week, with 11,521 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 $474 for American Airlines flights on this route.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

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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dt. 5/5

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Cheap flights from Manhattan to Chicago from $375

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 4/28. 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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How to get the cheapest flight ticket from Manhattan to Chicago

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?

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

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

Best Price Found

Fastest flight time

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Compare and see reviews for airlines that fly from Manhattan to Chicago with momondo

American Airlines Flights From Manhattan to Chicago

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.

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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

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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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