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Cheap flights from New York State (NY) to Chicago (CHI)

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How to find the cheapest flight from
New York State to Chicago (CHI)

How far in advance should I book a flight from New York State to Chicago?

Find a great deal and save up to 10% by booking at least 20 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New York State to Chicago within the next two weeks, with the cheapest ticket starting at $137.

What is the cheapest month to fly from New York State to Chicago?

The best pricing can be found in the month of April. Prices to Chicago from New York State average $135. You can even find prices in April for less than $135, as users have found deals to Chicago from as low as $33. The month of December appears to be one of the more expensive times to travel to Chicago from New York State. Flying in the targeted month can save you up to 49%.

Cheap flights from New York State to Chicago in January, February 2021

The best prices found for New York State to CHI flights for January, February
16 Feb - 23 Feb
$66pp
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
20 Feb - 27 Feb
$82pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
18 Feb - 23 Feb
$82pp
LGA
New York LaGuardia
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
LGA
New York LaGuardia

New York State to Chicago 2021 flight deals

Cheap flights to Chicago from New York State found for this year
16 Feb - 23 Feb
$66pp
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
12 Apr - 14 Apr
$77pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark
20 Feb - 27 Feb
$82pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark

Non-stop flights to Chicago from New York State

Save time with New York State to Chicago direct flight deals
12 Apr - 14 Apr
$77pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark
19 Apr - 21 Apr
$82pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark
17 Apr - 24 Apr
$84pp
EWR
Newark
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
EWR
Newark

Last minute flights from New York State to Chicago

Late deals on round-trip flights to Chicago from New York State, departing today and this week
26 Jan - 30 Jan
$83pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
26 Jan - 1 Feb
$89pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
28 Jan - 7 Feb
$90pp
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 New York State

The cheapest one-way flights from New York State to Chicago
5:45 pm - 6:58 am
Multiple Airlines
1 Stop
14h 13m
LGA - ORD
Multiple Airlines
$54
Gotogate
1:00 am - 2:50 am
American Airlines
Nonstop
2h 50m
EWR - ORD
American Airlines
5:45 pm - 2:39 pm
Frontier
1 Stop
21h 54m
LGA - ORD
Frontier
$58
CheapFlights

Related info for your journey

Useful info, stats and facts about New York State to Chicago flights.

Flight FAQs

From New York State to Chicago

Are flight prices decreasing from New York State 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 State 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.

What safety measures are being taken by airlines flying from New York to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. Some of the new policies that have been implemented to accommodate travelers flying from New York to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

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 New York State to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from New York State to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $66, but on average you can expect to pay $87.

Are there nonstop flights from New York State to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from New York State to Chicago under $100. A good price for a nonstop flight from New York State to Chicago is less than $103.

Are there last-minute flights available from New York State to Chicago for under $100?

There are currently 20+ open flights from New York State to Chicago within the next 7 days for less than $100.

What are the most popular airlines that fly from New York State to Chicago?

Before booking your flight from New York State to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or JetBlue.

What are the most popular routes from New York State to Chicago?

When deciding which route to take from New York State to Chicago consider Newark - Chicago O'Hare Intl, New York LaGuardia - Chicago O'Hare Intl or New York John F Kennedy Intl - Chicago O'Hare Intl as they are the most popular.

What are the cheapest Flights from New York State to Chicago?

While on average a flight from New York State to Chicago is generally $405, our data shows the cheapest flight currently is $81. When looking at the most popular route, (Newark - Chicago O'Hare Intl), you can expect to pay $82 for that flight.

What are the most reliable airlines from New York State to Chicago?

Consider American Airlines (100%), China Eastern (100%) or Endeavor Airlines (100%) when booking your flight. These represent the most reliable airlines when flying from New York State to Chicago.

How long is the flight from New York State to Chicago?

There are many flights that can get you from New York State to Chicago in 1h 52m. Fly via American Airlines, United Airlines, or JetBlue to get the fastest option. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from New York State to Chicago round-trip?

Spirit Airlines, at $66, was found to be the cheapest airline from New York State to Chicago. An alternate airline flying to your destination would be Frontier.

What are the cheapest airlines to fly from New York State to Chicago one-way?

To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $33. Frontier flights start at $50 while deals on Delta start at $56 one-way.

Destination information for Chicago

Things to know before you go. Useful info for your trip from New York State to Chicago
Flight duration
2h 30m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing

Buffalo (BUF)
Elmira (ELM)
Farmingdale Republic Field (FRG)
Bridgeport (HPN)
Niagara Falls (IAG)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 7 airlines flying from New York State to Chicago

The chart below displays the airlines Cheapflights users traveling from New York State 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
$28 $103 No cancel fee 62%
Spirit Airlines
$57 $186 No cancel fee 65%
United Airlines
$73 $253 No cancel fee 69%
American Airlines
$73 $267 No cancel fee 71%
JetBlue
$90 $268 No cancel fee 62%
Delta
$73 $379 No cancel fee N/A
Southwest
$222 $382 No cancel fee 63%
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