HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$266+ Cheap flights from Manhattan (MHK) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MHK — CHI
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Manhattan to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Manhattan to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Manhattan (MHK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 11, 2025.

Round-trip from

$397
(American Airlines)

One-way from

$266
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$402

Good round-trip deal

$436 or less

Good one-way deal

$345 or less
From Manhattan to Chicago (CHI)
Search Deals
One-way flight from Manhattan to Chicago (CHI)
Search Deals
High demand for flights, 13% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Manhattan to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Manhattan to Chicago (CHI).
Search Deals

Find flight deals from Manhattan to Chicago

Cheapest flights from Manhattan to Chicago
Explore the most affordable flight options available from Manhattan to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:00 amMHK - ORD
Nonstop1h 51mAmerican Airlines
Mon 9/16:00 amORD - MHK
1 stop5h 48mAmerican Airlines
Deal found 7/9$397

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
Use the filters below to find and compare flights from Manhattan to Chicago that are best for you.

Fly from

Manhattan

Fly to

Chicago

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

6:00 am-11:48 am

1 stop5h 48m

$397

ManhattanChicago

MHK - ORD

MHKORD

Manhattan

Tue 9/9

5:03 pm-10:48 am

2 stops17h 45m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Best time to book a flight from Manhattan to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Manhattan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Manhattan to Chicago

What is the cheapest month to book a flight from Manhattan to Chicago?

Currently, August is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $245). Flying from Manhattan to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MHK to CHI?

Find hourly flight availability from Manhattan to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

When flying from Manhattan to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 6% versus a flight in the morning.

Weekly flight availability from Manhattan to Chicago

Explore weekly flight availability from Manhattan to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2025.

The most flights from MHK to CHI are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Manhattan to Chicago?

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated July 11, 2025.
Read reviews from past customers who have flown American Airlines from Manhattan to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Food

6.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Food

6.5

Comfort

7.2

Crew

8.0

Overall

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

Related info for your journey

Find useful and relevant information for your journey from Manhattan to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Manhattan to Chicago?

    Manhattan (MHK) is the airport you will fly out of if you book a flight from Manhattan to Chicago. You should not have trouble finding flights to Chicago from Manhattan; the airport handles an average of 4 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Manhattan airport to Chicago. It is only a 6.2 mi journey to Manhattan (MHK) from Manhattan’s city center.

  • What is the cheapest airline to fly from Manhattan to Chicago round-trip?

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $397. American Airlines is priced at 12% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Manhattan to Chicago?

    No one likes to see their flight delayed. When booking a flight from Manhattan to Chicago consider choosing Envoy Air (93%), American Airlines (87%) or Qatar Airways (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Manhattan to Chicago?

    Looking at all options, your cheapest flight can be booked for $205. While the most popular route (Manhattan - Chicago O'Hare Intl) can be booked for $411 on average our data indicates $1,348 when flying from Manhattan to Chicago.

  • Can I find deals for flights from Manhattan to Chicago that include hotel bookings?

    Yes. In addition to deals on Manhattan to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Manhattan to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Manhattan to Chicago.

  • Can I find deals for business class flights from Manhattan to Chicago?

    Yes. Cheapflights offers flight deals from Manhattan to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Manhattan to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Manhattan to Chicago (average of $245). Flying from Manhattan to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Manhattan?

Book flights to Manhattan if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Manhattan to Chicago

Discover the top airline that operate flights from Manhattan to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$353Average$453FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.