Cheap flights from Manhattan to Chicago (NYC - CHI)

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The best prices from Manhattan to Chicago are usually found in August or July, booked 23 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

How to find the cheapest flight from
Manhattan (NYC) to Chicago (CHI)

All the information you need to plan the best NYC to CHI flight in 2021: compare Manhattan to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
NYC - CHI
Price
$112 - $246
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 26% potential price rise

Cheapest in

August

Best time to find cheap flights, 39% potential price drop

Round-trip from

$112

From Manhattan to Chicago

One-way from

$41

One-way flight from Manhattan to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Manhattan to Chicago?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 23% on the overall cost on flights from Manhattan to Chicago.

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

To save on the cost of your flight from Manhattan to Chicago, book at least 20 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $137 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $157.

What is the cheapest month to fly from Manhattan to Chicago?

Flights from Manhattan to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Manhattan to Chicago in April, with the cheapest ticket starting at $33.

When is the cheapest time to fly from Manhattan to Chicago (NYC - CHI)?

One of the essential ways to save on airfare from Manhattan to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 18% on airfare.

Cheap flights from Manhattan to Chicago in May, June 2021

The best prices found for NYC to CHI flights for May, June
18 May - 19 May
$99pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
1 Jun - 16 Jun
$99pp
LGA
New York LaGuardia
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia
18 May - 20 May
$103pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

Manhattan to Chicago 2021 flight deals

Cheap flights to Chicago from Manhattan found for this year
4 Aug - 4 Aug
$89pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
11 Aug - 18 Aug
$92pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
11 Aug - 17 Aug
$95pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia

Non-stop flights to Chicago from Manhattan

Save time with Manhattan to Chicago direct flight deals
4 Aug - 4 Aug
$89pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
11 Aug - 18 Aug
$92pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia
11 Aug - 17 Aug
$95pp
LGA
New York LaGuardia
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
LGA
New York LaGuardia

Last minute flights from Manhattan to Chicago

Late deals on round-trip flights to Chicago from Manhattan, departing today and this week
25 May - 9 Jun
$119pp
LGA
New York LaGuardia
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia
25 May - 15 Jun
$121pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
25 May - 9 Jun
$122pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

One-way flights to Chicago from Manhattan

The cheapest one-way flights from Manhattan to Chicago
5:37 am - 7:28 am
Spirit Airlines
Nonstop
2h 51m
LGA - ORD
Spirit Airlines
$41
mytrip.com
3:56 pm - 5:27 pm
Spirit Airlines
Nonstop
2h 31m
LGA - ORD
Spirit Airlines
$42
mytrip.com
3:56 pm - 5:27 pm
Spirit Airlines
Nonstop
2h 31m
LGA - ORD
Spirit Airlines
$45
FlightNetwork

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Manhattan</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Manhattan to Chicago

Are flight prices decreasing from New York to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both New York and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from New York to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from New York to Chicago have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

Can I find flights from Manhattan to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Manhattan to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $89, but on average you can expect to pay $107.

Are there nonstop flights from Manhattan to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Manhattan to Chicago under $100. A good price for a nonstop flight from Manhattan to Chicago is less than $116.

Are there last-minute flights available from Manhattan to Chicago for under $200?

There are currently 20+ open flights from Manhattan to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from New York to Chicago?

Days when nonstop flights are available for this flight are: Tuesday.

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

Travelers can expect 24 flights from New York to Chicago on average per day.
Early Morning (Midnight to 6am) - 38% of flight departures
Morning (6am - Noon) - 25% of flight departures
Afternoon (Noon - 6pm) - 21% of flight departures
Evening (6pm - Midnight) - 17% of flight departures

Is New York weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 86 °F range in July. The weather in Chicago is generally colder than New York's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Manhattan to Chicago?

Airlines like Alaska Airlines, Spirit Airlines, and United Airlines fly from Manhattan to Chicago in about 2h 20m. The time it takes to get you to your destination is usually consistent. The distance from Manhattan to Chicago is about 721 mi. Generally, flights for this route are nonstop.

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

Flying on Spirit Airlines is currently your cheapest option to Chicago, with prices starting at $89. Users have found that Spirit Airlines is 51% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Manhattan to Chicago one-way?

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $32.

Alternative routes for Manhattan to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Manhattan to Chicago.
Flight duration
2h 26m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing New York

Newark Intl (EWR)
La Guardia (LGA)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 7 airlines flying from Manhattan to Chicago

The chart below displays the airlines Cheapflights users traveling from Manhattan to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$53 $121 No cancel fee 62%
Spirit Airlines
$57 $186 No cancel fee 65%
United Airlines
$73 $234 No cancel fee 69%
American Airlines
$73 $256 No cancel fee 71%
JetBlue
$90 $288 No cancel fee 62%
Southwest
$222 $382 No cancel fee 63%
Delta
$73 $410 No cancel fee N/A

Hourly flight availability from Manhattan to Chicago

See what time of day planes typically take off from Manhattan towards Chicago.
Morning 6 AM to noon 45% of NYC to CHI departures
Afternoon Noon to 6 PM 32% of NYC to CHI departures
Early morning Midnight to 6 AM 15% of NYC to CHI departures
Evening 6 PM to midnight 8% of NYC to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Manhattan to Chicago
See how many times per day planes take to the skies headed from Manhattan to Chicago.
Sunday
107 daily flights
Monday
93 daily flights
Tuesday
82 daily flights
Wednesday
86 daily flights
Thursday
105 daily flights
Friday
109 daily flights
Saturday
91 daily flights
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