Cheap flights from Long Island to Chicago (CHI)

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How to find the cheapest flight from
Long Island to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Long Island to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
When is the cheapest time to fly from Long Island to Chicago (ETX - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Long Island to Chicago as you normally would.

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

Travelers have found it’s best to book a flight 26 days in advance to save up to 21% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 26 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Long Island to Chicago 1-2 weeks in advance for as low as $256, or $300 for flights within the next 24 hours.

What is the cheapest month to fly from Long Island to Chicago?

January is one of the best times of the year to fly to Chicago from Long Island. Prices for January average $235 per person but you can even find prices for as low as $117. The most expensive prices can be found in the month of August. Opting for a January flight can save you 32% on your journey compared to booking in August

Cheap flights from Long Island to Chicago in August, September 2022

The best prices found for Long Island to CHI flights for August, September
20 Sep - 27 Sep
$95pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
21 Sep - 27 Sep
$108pp
EWR
Newark
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
EWR
Newark
24 Aug - 7 Sep
$109pp
EWR
Newark
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
EWR
Newark

Long Island to Chicago 2022 flight deals

Cheap flights to Chicago from Long Island found for this year
20 Sep - 27 Sep
$95pp
EWR
Newark
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
EWR
Newark
12 Oct - 17 Oct
$107pp
EWR
Newark
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
EWR
Newark
21 Sep - 27 Sep
$108pp
EWR
Newark
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Multiple Airlines
 
1 STOP
EWR
Newark

Cheap Delta flights from Long Island to Chicago

9 Sep - 10 Sep
$178pp
JFK
New York John F Kennedy Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
Non-Stop
JFK
New York John F Kennedy Intl
14 Sep - 12 Oct
$191pp
JFK
New York John F Kennedy Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
Non-Stop
JFK
New York John F Kennedy Intl
10 Sep - 20 Sep
$207pp
JFK
New York John F Kennedy Intl
Delta
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
JFK
New York John F Kennedy Intl

Cheap American Airlines flights from Long Island to Chicago

22 Oct - 22 Oct
$131pp
LGA
New York LaGuardia
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LGA
New York LaGuardia
30 Aug - 31 Aug
$137pp
JFK
New York John F Kennedy Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
JFK
New York John F Kennedy Intl
13 Sep - 14 Sep
$153pp
LGA
New York LaGuardia
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LGA
New York LaGuardia

Non-stop flights to Chicago from Long Island

Save time with Long Island to Chicago direct flight deals
7 Sep - 14 Sep
$169pp
LGA
New York LaGuardia
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
LGA
New York LaGuardia
30 Aug - 30 Aug
$172pp
EWR
Newark
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
EWR
Newark
30 Aug - 30 Aug
$172pp
LGA
New York LaGuardia
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
JetBlue
Non-Stop
LGA
New York LaGuardia

Last minute flights from Long Island to Chicago

Late deals on round-trip flights to Chicago from Long Island, departing today and this week
17 Aug - 24 Aug
$165pp
LGA
New York LaGuardia
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
LGA
New York LaGuardia
18 Aug - 18 Aug
$167pp
LGA
New York LaGuardia
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
LGA
New York LaGuardia
16 Aug - 17 Sep
$173pp
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 Long Island

The cheapest one-way flights from Long Island to Chicago
6:45 pm - 10:04 am
Frontier
1 Stop
16h 19m
LGA - MDW
Frontier
12:50 pm - 7:18 am
Spirit Airlines
1 Stop
19h 28m
EWR - ORD
Spirit Airlines
$67
mytrip.com
6:55 am - 10:50 am
Allegiant Air
1 Stop
4h 55m
EWR - MDW
Allegiant Air
$68
Kiwi.com

Related info for your journey

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

Flight FAQs

From Long Island to Chicago

Which airlines flying from Long Island to Chicago have flexible cancellations due to COVID-19?

American Airlines, United Airlines, and JetBlue are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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

Yes, there are multiple flights from Long Island to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $95, but on average you can expect to pay $114.

Are there nonstop flights from Long Island to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Long Island to Chicago under $200. A good price for a nonstop flight from Long Island to Chicago is less than $178.

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

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

What days are nonstop flights available from Long Island to Chicago?

Nonstop flights are available for this route on the following days: Tuesday, Saturday.

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

On average, you can expect to see 4 flights from Long Island to Chicago a day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

How long is the flight from Long Island to Chicago?

There are many flights that can get you from Long Island to Chicago in 9h 11m. Fly via Spirit Airlines or Frontier to get the fastest option. Airlines will cover a distance of 742 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $56. However, be on the lookout for offers from Frontier and Allegiant Air, as they are both options that can get you from Long Island to Chicago for a low price.

What are the cheapest flights from Long Island to Chicago?

The cheapest flight price from Long Island to Chicago is $18. On average you can expect to pay $342. The most popular route, (Newark - Chicago O'Hare Intl), can usually be booked for $95.

What are the most popular airlines that fly from Long Island to Chicago?

American Airlines, Alaska Airlines and JetBlue are the most popular airlines when flying from Long Island to Chicago.

What are the most reliable airlines from Long Island to Chicago?

The top 3 most reliable airlines when flying from Long Island to Chicago are LATAM Airlines (81%), Gulf Air (79%) and China Airlines (79%).

What are the most popular routes from Long Island to Chicago?

The most popular route from Long Island to Chicago is Newark - Chicago O'Hare Intl. You may also consider New York LaGuardia - Chicago O'Hare Intl or New York John F Kennedy Intl - Chicago O'Hare Intl.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Long Island?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Long Island need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Long Island are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Long Island are not required to quarantine after entering Chicago.

Do I need a test to fly back to Long Island from Chicago?

Returning to Long Island from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Long Island.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Long Island.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Long Island to Chicago

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

Departure points for flights from Long Island to Chicago

Select to see more specific information for flights to Chicago from all departure points in Long Island.

Top 7 airlines flying from Long Island to Chicago

The chart below displays the airlines Cheapflights users traveling from Long Island 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
Juneyao Airlines
$13 $22 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Spirit Airlines
$48 $126 No cancel fee 65%
JetBlue
$75 $225 No cancel fee 62%
Delta
$89 $381 No cancel fee N/A
United Airlines
$97 $271 No cancel fee 69%
American Airlines
$107 $313 No cancel fee 71%
Alaska Airlines
$144 $363 No cancel fee 75%
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