Brooklyn

$75+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Jul 30 — Aug 61
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Find cheap flights from Chicago to Brooklyn with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Brooklyn are usually found in January or September, 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 July 25, 2025.

Round-trip from

$125
(Cheapflightsfares)

One-way from

$75
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$213
From Chicago (CHI) to Brooklyn
One-way flight from Chicago (CHI) to Brooklyn
Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
Thu 9/1112:05 pmORD - LGA
1 stop7h 24mSpirit Airlines
Tue 9/1610:59 amLGA - ORD
1 stop7h 40mSpirit Airlines
Deal found 7/22$125
This Priceline deal was found by Cheapflights users on 7/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:40 amORD - JFK
Nonstop2h 23mFrontier
Mon 10/1311:00 amJFK - ORD
Nonstop2h 45mFrontier
Deal found 7/23$125
This Rumbo deal was found by Cheapflights users on 7/23. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/68:34 amORD - JFK
Nonstop2h 26mJetBlue
Sat 9/132:30 pmJFK - ORD
Nonstop2h 51mJetBlue
Deal found 7/23$136
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:15 amORD - LGA
Nonstop2h 15mDelta
Thu 9/47:15 amLGA - ORD
Nonstop2h 36mDelta
Deal found 7/24$137
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2610:40 amMDW - LGA
Nonstop2h 05mSouthwest
Wed 8/276:00 amLGA - MDW
Nonstop2h 20mSouthwest
Deal found 7/23$137
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:20 pmORD - JFK
Nonstop2h 43mDelta
Tue 9/93:29 pmJFK - ORD
Nonstop3h 08mDelta
Deal found 7/24$137
This United Airlines deal was found by Cheapflights users on 7/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/198:55 amORD - LGA
Nonstop2h 19mUnited Airlines
Sun 8/247:28 amLGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 7/24$142
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:20 pmORD - LGA
Nonstop2h 16mAmerican Airlines
Wed 10/156:59 pmLGA - ORD
Nonstop2h 41mAmerican Airlines
Deal found 7/23$143
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/191:59 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Tue 9/2311:00 amJFK - ORD
Nonstop2h 41mAmerican Airlines
Deal found 7/23$143
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:15 pmMDW - EWR
1 stop4h 16mDelta
Thu 9/251:00 pmEWR - MDW
1 stop6h 35mDelta
Deal found 7/24$157
This Delta deal was found by Cheapflights users on 7/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:10 amORD - EWR
1 stop3h 55mDelta
Tue 9/3012:11 pmEWR - ORD
1 stop5h 20mDelta
Deal found 7/24$157
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:41 pmORD - EWR
Nonstop2h 18mAmerican Airlines
Fri 9/57:30 amEWR - ORD
Nonstop2h 40mAmerican Airlines
Deal found 7/23$158

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 July 25, 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

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Thu 9/11

12:05 pm-8:29 pm

1 stop7h 24m

New York LaGuardia

Tue 9/16

10:59 am-5:39 pm

1 stop7h 40m

$125

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 10/10

6:40 am-10:03 am

Nonstop2h 23m

New York John F Kennedy Intl

Mon 10/13

11:00 am-12:45 pm

Nonstop2h 45m

$125

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 9/6

8:34 am-12:00 pm

Nonstop2h 26m

New York John F Kennedy Intl

Sat 9/13

2:30 pm-4:21 pm

Nonstop2h 51m

$136

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 8/26

7:15 am-10:30 am

Nonstop2h 15m

New York LaGuardia

Thu 9/4

7:15 am-8:51 am

Nonstop2h 36m

$137

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

Tue 8/26

10:40 am-1:45 pm

Nonstop2h 05m

New York LaGuardia

Wed 8/27

6:00 am-7:20 am

Nonstop2h 20m

$137

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Sat 9/6

6:20 pm-10:03 pm

Nonstop2h 43m

New York John F Kennedy Intl

Tue 9/9

3:29 pm-5:37 pm

Nonstop3h 08m

$137

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Tue 8/19

8:55 am-12:14 pm

Nonstop2h 19m

New York LaGuardia

Sun 8/24

7:28 am-9:05 am

Nonstop2h 37m

$142

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

Fri 10/10

8:20 pm-11:36 pm

Nonstop2h 16m

New York LaGuardia

Wed 10/15

6:59 pm-8:40 pm

Nonstop2h 41m

$143

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Fri 9/19

1:59 pm-5:17 pm

Nonstop2h 18m

New York John F Kennedy Intl

Tue 9/23

11:00 am-12:41 pm

Nonstop2h 41m

$143

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

Wed 9/24

6:15 pm-11:31 pm

1 stop4h 16m

Newark

Thu 9/25

1:00 pm-6:35 pm

1 stop6h 35m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 50 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 July 18, 2025.

Booking 30 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 $314). 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 July 25, 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 July 25, 2025.

The most flights from CHI to BL9 are scheduled on a Thursday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

How much does it cost to fly round-trip from Chicago to Brooklyn?

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 July 25, 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.

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $75. Users have also found prices from $79 and $79 on Southwest and Delta, respectively.

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

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

    The top 3 most reliable airlines when flying from Chicago to Brooklyn are Cathay Pacific (100%), Republic Airways (89%) and Iberia (86%).

  • What are the cheapest flights from Chicago to Brooklyn?

    Looking at all options, your cheapest flight can be booked for $84. While the most popular route (Chicago O'Hare Intl - New York LaGuardia) can be booked for $87 on average our data indicates $2,057 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 $314). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 July 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$59Average$141FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$73Average$218FlexibilityNo cancel feeOn-time62%
FrontierCheapest$79Average$223FlexibilityNo cancel feeOn-time62%
DeltaCheapest$109Average$328FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$252FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$280FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$150Average$277FlexibilityNo cancel feeOn-time63%

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