$69+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
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 Friday or Thursday 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 October 7, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $106 (Kiwi.com) |
One-way from | $69 (United Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $198 |
Find 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 October 7, 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 October 7, 2025.
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
This Gotogate deal was found by Cheapflights users on 10/7. 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.
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Trip.com deal was found by Cheapflights users on 10/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 10/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/6. 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.
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
This Frontier deal was found by Cheapflights users on 10/7. 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.
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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.
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
This Expedia deal was found by Cheapflights users on 10/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Priceline deal was found by Cheapflights users on 10/7. 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.
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chicago to Brooklyn that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Mon 11/3
6:30 pm-9:46 pm
Nonstop2h 16m
New York LaGuardia
Sat 11/8
7:15 am-8:57 am
Nonstop2h 42m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 11/11
7:15 pm-10:20 pm
Nonstop2h 05m
New York LaGuardia
Wed 11/12
9:10 am-10:40 am
Nonstop2h 30m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 11/8
6:45 am-9:59 am
Nonstop2h 14m
New York John F Kennedy Intl
Wed 11/12
7:00 pm-8:52 pm
Nonstop2h 52m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 10/28
7:20 pm-10:25 pm
Nonstop2h 05m
New York LaGuardia
Thu 10/30
6:25 am-7:45 am
Nonstop2h 20m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Tue 10/28
6:10 am-9:15 am
Nonstop2h 05m
New York LaGuardia
Wed 10/29
9:00 am-10:35 am
Nonstop2h 35m
ChicagoNew York
ORD - JFK
ORDJFK
Chicago O'Hare Intl
Sat 11/8
6:45 am-9:59 am
Nonstop2h 14m
New York John F Kennedy Intl
Sat 11/8
7:00 pm-8:52 pm
Nonstop2h 52m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Fri 11/14
8:25 pm-11:25 pm
Nonstop2h 00m
New York LaGuardia
Thu 11/20
9:55 pm-11:20 pm
Nonstop2h 25m
ChicagoNew York
MDW - JFK
MDWJFK
Chicago Midway
Tue 10/28
1:56 pm-12:33 am
1 stop9h 37m
New York John F Kennedy Intl
Sat 11/1
6:25 am-6:39 pm
1 stop13h 14m
ChicagoNew York
ORD - LGA
ORDLGA
Chicago O'Hare Intl
Fri 10/24
5:00 pm-8:17 pm
Nonstop2h 17m
New York LaGuardia
Fri 10/24
9:30 pm-11:07 pm
Nonstop2h 37m
ChicagoNew York
MDW - LGA
MDWLGA
Chicago Midway
Thu 11/13
12:55 pm-9:45 pm
1 stop7h 50m
New York LaGuardia
Mon 11/17
9:55 pm-11:20 pm
Nonstop2h 25m
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.
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 October 3, 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, October is the cheapest month in which you can book a flight from Chicago to Brooklyn (average of $54). 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 October 7, 2025.
It’s typically best to fly out from Chicago to Brooklyn in the evening. Doing so could potentially save you 38% 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 16, 2024.
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 October 7, 2025.
The most flights from CHI to BL9 are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 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 October 7, 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.
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
Overall
Crew
Boarding
Comfort
Food
Entertainment
Reviews
Mike,Aug 2025
OKC - AUS
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 October 7, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$46 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$52 | Average$134 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$73 | Average$231 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$111 | Average$301 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$265 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$147 | Average$271 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$286 | FlexibilityNo cancel fee | On-time63% |