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$50+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
févr. 25 — mars 41
mar. 2/25
mar. 3/4
1 adult, Economy
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The best prices from Chicago to Brooklyn are usually found in September or January, booked 54 days in advance, depart on a Thursday or Wednesday 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 février 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$87
(Cheapflightsfares)

One-way from

$50
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$185
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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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. 9% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 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 février 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
mar. 3/116:45 amORD - LGA
1 stop11h 15mSpirit Airlines
mar. 3/1812:59 pmLGA - ORD
1 stop10h 24mSpirit Airlines
Deal found 2/19$86
This Priceline deal was found by Cheapflights users on 2/20. 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.
mer. 3/55:22 pmORD - EWR
Nonstop2h 17mSpirit Airlines
ven. 3/76:00 amEWR - ORD
Nonstop2h 44mSpirit Airlines
Deal found 2/20$91
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
mar. 5/135:48 pmORD - JFK
1 stop5h 47mFrontier
mar. 5/276:00 amJFK - ORD
1 stop6h 32mFrontier
Deal found 2/20$98
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 3/82:25 pmORD - EWR
1 stop5h 44mMultiple Airlines
lun. 3/106:00 amEWR - ORD
Nonstop2h 44mMultiple Airlines
Deal found 2/20$99
This Frontier deal was found by Cheapflights users on 2/20. 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.
mer. 4/234:28 pmMDW - LGA
1 stop5h 35mFrontier
mer. 5/76:30 amLGA - MDW
1 stop5h 56mFrontier
Deal found 2/20$100
This Frontier deal was found by Cheapflights users on 2/20. 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.
mar. 4/14:40 pmMDW - JFK
1 stop7h 03mFrontier
mar. 4/89:00 amJFK - MDW
1 stop11h 45mFrontier
Deal found 2/20$100
This Frontier deal was found by Cheapflights users on 2/19. 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.
sam. 5/310:48 amMDW - EWR
1 stop9h 18mFrontier
lun. 5/510:00 pmEWR - MDW
1 stop11h 19mFrontier
Deal found 2/19$104
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/64:31 pmORD - LGA
1 stop5h 29mMultiple Airlines
ven. 3/74:40 pmLGA - ORD
Nonstop2h 46mMultiple Airlines
Deal found 2/19$105
This Frontier deal was found by Cheapflights users on 2/20. 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.
lun. 3/108:50 amORD - EWR
1 stop11h 19mFrontier
mar. 3/1110:09 pmEWR - ORD
1 stop10h 39mFrontier
Deal found 2/20$125
This Frontier deal was found by Cheapflights users on 2/19. 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.
jeu. 2/278:04 amORD - LGA
1 stop12h 56mFrontier
sam. 3/110:59 pmLGA - ORD
1 stop9h 10mFrontier
Deal found 2/19$129
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/31:12 pmORD - JFK
Nonstop2h 18mJetBlue
sam. 5/38:29 pmJFK - ORD
Nonstop2h 51mJetBlue
Deal found 2/20$141
This Delta deal was found by Cheapflights users on 2/20. 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.
jeu. 4/176:00 amORD - LGA
Nonstop2h 12mDelta
dim. 4/206:05 amLGA - ORD
Nonstop2h 37mDelta
Deal found 2/20$147

Find flights from Chicago to Brooklyn within your budget

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 février 20, 2025.

Fly from

Chicago

Fly to

Brooklyn

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mar. 3/11

10:25 am-10:59 pm

1 stop11h 34m

New York LaGuardia

mer. 3/19

10:58 am-6:50 pm

1 stop8h 52m

$86

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

mer. 3/5

5:22 pm-8:39 pm

Nonstop2h 17m

Newark

ven. 3/7

6:00 am-7:44 am

Nonstop2h 44m

$91

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mar. 5/13

5:48 pm-12:35 am

1 stop5h 47m

New York John F Kennedy Intl

mar. 5/27

6:00 am-11:32 am

1 stop6h 32m

$98

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

sam. 3/8

2:25 pm-9:09 pm

1 stop5h 44m

Newark

dim. 3/9

6:00 am-7:44 am

Nonstop2h 44m

$99

ChicagoNew York

MDW - LGA

MDWLGA

Chicago Midway

mer. 4/23

4:28 pm-11:03 pm

1 stop5h 35m

New York LaGuardia

jeu. 5/8

6:30 am-1:34 pm

1 stop8h 04m

$100

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

mar. 4/1

4:40 pm-12:43 am

1 stop7h 03m

New York John F Kennedy Intl

mar. 4/8

9:00 am-7:45 pm

1 stop11h 45m

$100

ChicagoNewark

MDW - EWR

MDWEWR

Chicago Midway

sam. 5/3

10:48 am-9:06 pm

1 stop9h 18m

Newark

lun. 5/5

10:00 pm-8:19 am

1 stop11h 19m

$104

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

jeu. 3/6

4:31 pm-11:00 pm

1 stop5h 29m

New York LaGuardia

ven. 3/7

4:40 pm-6:26 pm

Nonstop2h 46m

$105

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

lun. 3/10

8:50 am-9:09 pm

1 stop11h 19m

Newark

mar. 3/11

10:09 pm-7:48 am

1 stop10h 39m

$125

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

jeu. 2/27

8:04 am-10:00 pm

1 stop12h 56m

New York LaGuardia

sam. 3/1

10:59 pm-7:09 am

1 stop9h 10m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 55 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.

Travel insights for flights from Chicago to Brooklyn

Get recent, data-driven insights about flights from Chicago to Brooklyn including ideal travel times, pricing trends, and more.

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 February 14, 2025.

Booking 27 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 $351). 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 février 20, 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 Thursday afternoons 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 février 20, 2025.

The most flights from CHI to BL9 are scheduled on a Thursday (48 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

Rainfall in Brooklyn by month

Plan your trip to Brooklyn by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Brooklyn ranges from 2.8 - 4.5 inches per month. July is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit Brooklyn when rainfall is around 2.8 in.

Temperature in Brooklyn by month

Plan your trip to Brooklyn by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Brooklyn, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 février 20, 2025.
See what other customers who have flown with Southwest, Alaska Airlines and Delta from Chicago to Brooklyn have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $50. Users have also found prices from $50 and $73 on Frontier and Delta, 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 Qantas Airways (83%), Alaska Airlines (80%) and China Airlines (77%).

  • What are the cheapest flights from Chicago to Brooklyn?

    Looking at all options, your cheapest flight can be booked for $73. While the most popular route (Chicago O'Hare Intl - New York John F Kennedy Intl) can be booked for $111 on average our data indicates $1,281 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 $351). 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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O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
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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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$54Average$140FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$311FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$84Average$209FlexibilityNo cancel feeOn-time62%
FrontierCheapest$95Average$198FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$137Average$244FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$287FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$148Average$275FlexibilityNo cancel feeOn-time63%
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