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$71+ Cheap flights from Chicago (CHI) to Brooklyn, NY

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Brooklyn are usually found in January or October, booked 56 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Brooklyn

Keep the following information in mind while searching for Chicago to Brooklyn flight deals. Data was last updated September 17, 2025.

Round-trip from

$108
(Cheapflightsfares)

One-way from

$71
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$187
From Chicago (CHI) to Brooklyn
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One-way flight from Chicago (CHI) to Brooklyn
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chicago to Brooklyn

Cheapest flights from Chicago to Brooklyn
Explore the most affordable flight options available from Chicago to Brooklyn. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2911:13 amORD - LGA
Nonstop2h 05mSpirit Airlines
Tue 9/303:13 pmLGA - ORD
Nonstop2h 38mSpirit Airlines
Deal found 9/15$108
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:40 amORD - JFK
Nonstop2h 23mFrontier
Sat 10/111:01 pmJFK - ORD
1 stop11h 28mFrontier
Deal found 9/17$108
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/58:49 pmORD - LGA
1 stop14h 12mMultiple Airlines
Mon 10/63:29 pmLGA - ORD
Nonstop2h 44mMultiple Airlines
Deal found 9/16$109
This SmartFares deal was found by Cheapflights users on 9/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:40 amORD - JFK
Nonstop2h 23mFrontier
Sat 11/811:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/17$109
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Wed 10/1511:59 amLGA - ORD
1 stop12h 46mSpirit Airlines
Deal found 9/15$110
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:40 amORD - JFK
Nonstop2h 23mFrontier
Tue 11/1111:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/16$110
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:58 pmORD - LGA
1 stop13h 02mSpirit Airlines
Tue 10/213:29 pmLGA - ORD
Nonstop2h 44mSpirit Airlines
Deal found 9/15$111
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:40 amORD - JFK
Nonstop2h 23mFrontier
Fri 11/1411:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/16$111
This Gotogate deal was found by Cheapflights users on 9/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:25 amORD - LGA
1 stop12h 46mMultiple Airlines
Mon 10/63:29 pmLGA - ORD
Nonstop2h 44mMultiple Airlines
Deal found 9/17$112
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1111:55 amORD - LGA
1 stop10h 30mSpirit Airlines
Tue 10/1411:59 amLGA - ORD
1 stop12h 46mSpirit Airlines
Deal found 9/15$113
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:40 amORD - JFK
Nonstop2h 23mFrontier
Sat 11/111:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 9/16$113
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:30 amORD - LGA
1 stop12h 59mSpirit Airlines
Thu 10/27:59 pmLGA - ORD
1 stop14h 19mSpirit Airlines
Deal found 9/14$114

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Brooklyn 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago to Brooklyn that are best for you.

Fly from

Chicago

Fly to

Brooklyn

Route

Depart

Return

Price

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 10/28

5:55 pm-9:00 pm

Nonstop2h 05m

New York LaGuardia

Wed 10/29

9:00 am-10:35 am

Nonstop2h 35m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 12/10

7:15 pm-10:20 pm

Nonstop2h 05m

New York LaGuardia

Sat 1/17

8:00 am-9:30 am

Nonstop2h 30m

$138

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Wed 10/15

5:00 pm-8:17 pm

Nonstop2h 17m

New York LaGuardia

Mon 10/20

9:30 pm-11:07 pm

Nonstop2h 37m

$142

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 11/27

8:20 am-11:35 am

Nonstop2h 15m

New York John F Kennedy Intl

Wed 12/3

8:00 pm-9:52 pm

Nonstop2h 52m

$142

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Thu 11/20

8:20 am-11:35 am

Nonstop2h 15m

New York John F Kennedy Intl

Tue 12/2

8:00 pm-9:52 pm

Nonstop2h 52m

$142

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Wed 10/8

7:20 pm-10:25 pm

Nonstop2h 05m

New York LaGuardia

Sat 10/18

8:15 am-9:40 am

Nonstop2h 25m

$142

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 11/6

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Sat 11/8

10:00 am-6:39 pm

1 stop9h 39m

$147

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/24

8:00 pm-11:24 pm

Nonstop2h 24m

New York LaGuardia

Mon 10/27

6:15 am-7:57 am

Nonstop2h 42m

$147

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 12/9

7:00 am-10:17 am

Nonstop2h 17m

New York John F Kennedy Intl

Wed 12/17

8:00 pm-9:52 pm

Nonstop2h 52m

$147

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 11/7

6:44 am-9:59 am

Nonstop2h 15m

New York John F Kennedy Intl

Mon 11/10

7:00 pm-8:52 pm

Nonstop2h 52m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Brooklyn

Have a flexible travel schedule? Discover the best time to fly to Brooklyn from Chicago 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 Chicago to Brooklyn

How far ahead should I book a flight from Chicago to Brooklyn?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Brooklyn. Price data was last updated on September 12, 2025.

Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Brooklyn. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Brooklyn (average of $236). Flying from Chicago to Brooklyn in June is currently the most expensive (average of $313). 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 CHI to BL9?

Find hourly flight availability from Chicago to Brooklyn. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Chicago to Brooklyn, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Brooklyn?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Brooklyn. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Brooklyn flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Brooklyn

Explore weekly flight availability from Chicago to Brooklyn. 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 September 17, 2025.

The most flights from CHI to BL9 are scheduled on a Monday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

Reviews of airlines servicing Brooklyn

Get insights into the airlines that provide service to Brooklyn. 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 Brooklyn. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago to Brooklyn by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Chicago to Brooklyn?

    A quick flight from Chicago to Brooklyn can take about 2h 05m. Southwest provides one of the quickest options available for as low as $137. Airlines will cover a distance of 722 mi. Most flights are nonstop.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $72. Users have also found prices from $74 and $74 on United Airlines and Southwest, respectively.

  • What are the most popular routes from Chicago to Brooklyn?

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

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

    The top 3 most reliable airlines when flying from Chicago to Brooklyn are Hawaiian Airlines (100%), Etihad Airways (91%) and JetBlue (85%).

  • What are the cheapest flights from Chicago to Brooklyn?

    Looking at all options, your cheapest flight can be booked for $77. While the most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl) can be booked for $61 on average, our data indicates $723 when flying from Chicago to Brooklyn.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Brooklyn 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 Chicago to Brooklyn?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Brooklyn (average of $236). Flying from Chicago to Brooklyn in June is currently the most expensive (average of $313). 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

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Alternative routes for Chicago to Brooklyn

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Chicago to Brooklyn

Discover the top 7 airlines that operate flights from Chicago to Brooklyn. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$46Average$202FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$60Average$140FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$73Average$233FlexibilityNo cancel feeOn-time62%
DeltaCheapest$105Average$307FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$147Average$262FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$282FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$162Average$289FlexibilityNo cancel feeOn-time63%

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