Flights from Manhattan to Chicago, United States

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Did you mean flights from Chicago to Manhattan?

Manhattan to Chicago Last modified: Jul 22, 2022 14:31 -04:00

Oops... We've scanned 31,729 round trip itineraries and didn't find any recent prices to Chicago that we think are great deals. Run an airfare search now to update and compare prices. Find Flights

How Much is a Flight from Manhattan to Chicago?

We have collected flight cost data from across the web for travel from Manhattan to Chicago, and have found the average flight price for this trip to be $427.

Where To Buy Cheap Flights from Manhattan to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Manhattan to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Manhattan to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from Manhattan to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $717 $833
7-14 days $203 $202
14-21 days $202 $239
21-30 days $233 $249
30-60 days $372 $193
60-90 days $198 $173
90+ days $198 $173

Cheapest Day To Fly from Manhattan to Chicago

We've examined 63,458 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Manhattan to Chicago is Monday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$198$388$204$605$372$717$499

Compare Flight Prices from Manhattan to Chicago by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Manhattan to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
January Manhattan Chicago 00 1/1/22 1/8/22 0 $717
February Manhattan Chicago 00 2/4/22 2/6/22 0 $233
March Manhattan Chicago 00 3/4/22 3/7/22 0 $372
April Manhattan Chicago 00 4/11/22 4/13/22 0 $198
April Manhattan Chicago 00 4/15/22 4/17/22 0 $398
April Manhattan Chicago 00 4/15/22 4/17/22 0 $396
September Manhattan Chicago American 9/15/21 9/18/21 0 $289
October Manhattan Chicago American 10/22/21 11/2/21 0 $289

Cheap Last Minute Flights from Manhattan to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Manhattan to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
21 22 23 24 25 26 27
$553
28 29 30 1 2 3 4
$553
5 6 7 8 9 10 11
12 13 14 15 16 17 18
$372
19 20 21 22 23 24 25
$372
26 27 28 29 30 31 1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31 1 2 3 4 5
$372
6 7 8 9 10 11 12
$372

Connecting Flights vs Direct Flights from Manhattan to Chicago

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Manhattan to Chicago is $193.

The average price for direct flights from Manhattan to Chicago is $372.

The chart below shows up to date information regarding non-stop flights from Manhattan to Chicago.

Weekly Direct Flights from Manhattan to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 3 3 3 3 3 3 3 00:45 10:50

One Way Flights vs Round Trip Flights from Manhattan to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Manhattan to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Manhattan to Chicago is $340.

The average price for round trip flights from Manhattan to Chicago is $372.

Manhattan to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Manhattan to Chicago?
Answer: The average Manhattan to Chicago flight time is an hour and 44 minutes.
Question: How far is Chicago from Manhattan?
Answer: The distance from Manhattan to Chicago is 499 miles (803 kilometers).
Question: How common are direct flights from Manhattan to Chicago?
Answer: There are 21 direct flights from Manhattan to Chicago.
Question: What are the most popular Manhattan airlines for direct flights from Manhattan to Chicago?
Answer: American Airlines provides 100% of the non-stop flights between Manhattan and Chicago.

Manhattan to Chicago Airports

These are the major commercial airports we're currently monitoring in Manhattan and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Manhattan to Chicago