$53+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Jan 26 — Feb 21
1 adult, Economy
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Find cheap flights from Chicago to Brooklyn with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Brooklyn are usually found in January or February, booked 56 days in advance, depart on a Thursday or Saturday and return on a Wednesday
Cheap flight deals from Chicago to Brooklyn
Cheapest flights from Chicago to BrooklynExplore 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 December 27, 2025.
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 December 27, 2025.
This Priceline deal was found by Cheapflights users on 12/23. 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.
Wed 12/3112:09 pmORD - LGA
1 stop6h 51mSpirit Airlines
Tue 1/68:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/23![Spirit Airlines logo]()
$141
This United Airlines deal was found by Cheapflights users on 12/24. 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.
Wed 12/316:00 pmORD - LGA
Nonstop2h 14mUnited Airlines
Thu 1/19:15 pmLGA - ORD
Nonstop2h 48mUnited Airlines
Deal found 12/24![United Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 12/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:20 amORD - LGA
1 stop9h 10mSpirit Airlines
Wed 12/318:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/23![Spirit Airlines logo]()
$163
This CheapOair deal was found by Cheapflights users on 12/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:09 pmORD - LGA
1 stop6h 51mSpirit Airlines
Mon 1/58:37 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 12/24![Spirit Airlines logo]()
$174
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Wed 12/317:16 pmORD - EWR
Nonstop2h 18mAmerican Airlines
Thu 1/17:02 amEWR - ORD
Nonstop2h 54mAmerican Airlines
Deal found 12/25![American Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 12/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amORD - LGA
1 stop16h 09mMultiple Airlines
Thu 1/87:30 amLGA - ORD
Nonstop2h 42mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$181
This United Airlines deal was found by Cheapflights users on 12/24. 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.
Wed 12/316:00 pmORD - LGA
Nonstop2h 14mUnited Airlines
Wed 1/78:15 amLGA - ORD
Nonstop2h 48mUnited Airlines
Deal found 12/24![United Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Wed 12/318:15 amMDW - EWR
1 stop15h 50mFrontier
Thu 1/111:30 amEWR - MDW
Nonstop2h 31mFrontier
Deal found 12/25![Frontier logo]()
$188
This American Airlines deal was found by Cheapflights users on 12/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:16 pmORD - EWR
Nonstop2h 18mAmerican Airlines
Wed 1/77:00 amEWR - ORD
Nonstop2h 53mAmerican Airlines
Deal found 12/24![American Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Tue 12/307:30 amORD - EWR
1 stop10h 11mSpirit Airlines
Mon 2/29:05 pmEWR - ORD
Nonstop2h 37mSpirit Airlines
Deal found 12/25![Spirit Airlines logo]()
$189
This Cheapflightsfares deal was found by Cheapflights users on 12/26. 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 12/317:20 amORD - LGA
1 stop11h 40mSpirit Airlines
Thu 1/87:30 amLGA - ORD
Nonstop2h 42mSpirit Airlines
Deal found 12/26![Spirit Airlines logo]()
$193
This Super.com deal was found by Cheapflights users on 12/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:30 amORD - EWR
1 stop10h 11mSpirit Airlines
Mon 1/129:05 pmEWR - ORD
Nonstop2h 37mSpirit Airlines
Deal found 12/25![Spirit Airlines logo]()
$195
Find flight deals from Chicago to Brooklyn
Keep the following information in mind while searching for Chicago to Brooklyn flight deals. Data was last updated December 27, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $77 (Trip.com) |
One-way from | $53 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $236 |
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 December 27, 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 - JFK
ORDJFK
Chicago O'Hare Intl
Mon 1/19
10:15 am-1:32 pm
Nonstop2h 17m
New York John F Kennedy Intl
Wed 1/21
5:25 pm-7:36 pm
Nonstop3h 11m
$97
ChicagoNewark
MDW - EWR
MDWEWR
Chicago Midway
Tue 1/13
6:30 pm-9:30 pm
Nonstop2h 00m
Newark
Tue 1/20
6:00 am-12:05 pm
1 stop7h 05m
$111
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 1/13
10:30 am-1:30 pm
Nonstop2h 00m
New York LaGuardia
Tue 1/20
6:00 am-7:40 am
Nonstop2h 40m
$117
ChicagoNewark
ORD - EWR
ORDEWR
Chicago O'Hare Intl
Tue 1/20
7:20 am-9:14 pm
1 stop12h 54m
Newark
Fri 1/23
9:05 pm-10:42 pm
Nonstop2h 37m
$117
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 1/24
7:45 am-1:33 pm
1 stop4h 48m
New York John F Kennedy Intl
Sun 1/25
4:29 pm-6:29 pm
Nonstop3h 00m
$118
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 2/10
9:40 am-12:56 pm
Nonstop2h 16m
New York John F Kennedy Intl
Tue 2/17
9:20 pm-11:21 pm
Nonstop3h 01m
$118
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Thu 1/22
12:05 pm-3:29 pm
Nonstop2h 24m
New York John F Kennedy Intl
Sun 1/25
4:29 pm-6:29 pm
Nonstop3h 00m
$118
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Tue 1/20
7:45 am-1:33 pm
1 stop4h 48m
New York John F Kennedy Intl
Fri 1/23
5:25 pm-7:36 pm
Nonstop3h 11m
$127
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Thu 1/22
9:40 am-12:56 pm
Nonstop2h 16m
New York John F Kennedy Intl
Mon 1/26
11:00 am-5:43 pm
1 stop7h 43m
$128
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Sun 2/22
7:13 pm-9:00 am
1 stop12h 47m
New York LaGuardia
Sat 2/28
7:40 am-9:22 am
Nonstop2h 42m
$129
Showing 1-10 of 60 results
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 December 19, 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 $37). Flying from Chicago to Brooklyn in July is currently the most expensive (average of $104). 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 December 27, 2025.
It’s typically best to fly out from Chicago to Brooklyn in the morning. Doing so could potentially save you 40% on the flight price compared to flying at noon, which is usually more expensive.
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 20, 2025.
Travelers seeking maximum savings on their Chicago to Brooklyn flight should consider departing on Tuesday mornings 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 December 27, 2025.
The most flights from CHI to BL9 are scheduled on a Monday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 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 December 27, 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.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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 December 27, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$41 | Average$169 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$42 | Average$145 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$92 | Average$212 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$103 | Average$305 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$142 | Average$279 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$147 | Average$259 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$157 | Average$301 | FlexibilityNo cancel fee | On-time63% |