$80 Find Cheap Flights from Chicago to Brooklyn - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Brooklyn departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$195
Typical prices: $182-$348
JetBlue
Sat 8/22Wed 8/26
ORD - JFK • Non-stop
Cheapest one-way
$80
Multiple Airlines
Wed 9/30
ORD - SWF • 1 stop
Arrival airport
You can't fly directly to Brooklyn. It is served by New York (NYC), located 5.4 miles from Brooklyn.
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Flight Deals
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Flight Deals

Cheap Flights from Chicago to Brooklyn (CHI-NYC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Brooklyn that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Brooklyn

Sat, Aug 22 - Wed, Aug 26
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
JetBlue Logo
3:40 pm - 5:35 pm
JFK
-
ORD
2h 55mnonstop
$195JetBlue
Wed, Sep 2 - Wed, Sep 9
Frontier Logo
5:00 am - 8:14 am
ORD
-
EWR
2h 14mnonstop
Frontier Logo
11:35 am - 6:23 pm
EWR
-
ORD
7h 48m
1 stop
$195Frontier
Thu, Sep 24 - Sun, Sep 27
Frontier Logo
10:26 am - 9:24 pm
ORD
-
EWR
9h 58m
1 stop
Frontier Logo
5:55 am - 10:59 pm
EWR
-
ORD
18h 04m
1 stop
$195Frontier
Sat, Oct 3 - Tue, Oct 6
Multiple Airlines Logo
3:00 pm - 11:06 pm
ORD
-
EWR
7h 06m
1 stop
Multiple Airlines Logo
11:35 am - 6:23 pm
EWR
-
ORD
7h 48m
1 stop
$200Multiple Airlines
Sat, Sep 19 - Mon, Sep 21
Multiple Airlines Logo
3:50 pm - 1:01 am
ORD
-
EWR
8h 11m
1 stop
Multiple Airlines Logo
6:30 am - 1:45 pm
EWR
-
ORD
8h 15m
1 stop
$200Multiple Airlines
Tue, Sep 1 - Tue, Sep 1
American Airlines Logo
10:09 am - 1:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:19 pm - 7:20 pm
EWR
-
ORD
3h 01mnonstop
$201American Airlines
Tue, Sep 1 - Tue, Sep 1
American Airlines Logo
10:09 am - 1:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:19 pm - 7:20 pm
EWR
-
ORD
3h 01mnonstop
$202American Airlines
Sat, Aug 22 - Wed, Aug 26
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
JetBlue Logo
3:40 pm - 5:35 pm
JFK
-
ORD
2h 55mnonstop
$205JetBlue
Sat, Aug 29 - Sat, Sep 5
Delta Logo
1:00 pm - 4:33 pm
ORD
-
JFK
2h 33mnonstop
Delta Logo
7:35 pm - 9:52 pm
JFK
-
ORD
3h 17mnonstop
$207Delta
Wed, Sep 2 - Sat, Sep 5
Delta Logo
10:07 am - 1:30 pm
ORD
-
JFK
2h 23mnonstop
Delta Logo
3:00 pm - 5:06 pm
JFK
-
ORD
3h 06mnonstop
$207Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$80
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago O'Hare Airport to Stewart Intl.

When to book flights from Chicago to Brooklyn

Are your dates flexible? Find out the best times to travel from Chicago to Brooklyn based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from Chicago to Brooklyn: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Brooklyn 
Verified travelerFlew with ANA
ORD
-
EWR
Dec 2025
Give adequate time of more than 2 hours for your connection in Chicago O’Hare .. The terminals are not that far apart but still if it’s checked out and check in again process that involves TSA security screening again , 2 hours may not be enough ..
mauriceFlew with Iberia
ORD
-
JFK
Sep 2024
You should arrive early, take a lighht snack and be prepared for delays.
AlexanderFlew with Spirit Airlines
ORD
-
LGA
May 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!

FAQs for booking flights from Chicago to Brooklyn

  • Which airports will I be using when flying from Chicago to Brooklyn?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Brooklyn does not have its own airport so you’ll be flying into nearby New York All airports airport, which is 5.4 mi away.

  • What’s the cheapest day of the week to fly between Chicago and Brooklyn?

    Consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

  • How does KAYAK find such low prices on flights from Chicago to Brooklyn?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Brooklyn.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Brooklyn?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Brooklyn from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Brooklyn?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Brooklyn with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Brooklyn?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Brooklyn from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Brooklyn?

    In the last 5 days, the cheapest one-way ticket between Chicago and Brooklyn found on KAYAK was with Frontier for $29. Frontier offered a round-trip connection from $39 and Delta from $82.

Top tips for finding cheap flights from Chicago to Brooklyn

  • There is no airport in Brooklyn. Instead, you’ll be flying into New York All airports when flying between Chicago and Brooklyn.
  • The cheapest flight from Chicago to Brooklyn was found 63 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is January.

Reviews of the top 5 airlines serving Chicago to Brooklyn

 
Need help choosing which airline to fly with from Chicago to Brooklyn? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

It good. Just not that plane didn’t have power outlets to charge devices etc.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

Significant delays on my trip to Chicago and my trip back to NY

I almost missed my flight and they helped me out enormously

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Plane was delayed an hour causing me to miss my flight to London and now I am not arriving until Sunday instead of Friday. I am stranded at airport and they give me $12 of food vouchers. It's a joke and everyone I talked to was rude

it was a nightmare of a trip. multiple delays, dirty bathrooms, long wait in tarmac, ran out of fuel diverting flight. on and all over 4 hour delay!

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Everything you need to know for your flight from Chicago to Brooklyn

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