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Find cheap flights from Chicago to Brooklyn from $38

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 5/29. 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
0 bags
Sat 6/1
Sat 6/8

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In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

December

Cheapest flight

$38
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago O'Hare Airport to New York LaGuardia Airport

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

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.

  • How long does a flight from Chicago to Brooklyn take?

    Direct flights cover the 711 miles separating Chicago and Brooklyn in about 1h 57m.

  • How many flights are there between Chicago and Brooklyn?

    269 direct flights run between Chicago and Brooklyn on a daily basis. On average, there are about 1,887 departures each week.

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

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

  • 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 72 hours, the cheapest one-way ticket between Chicago and Brooklyn found on KAYAK was with Spirit Airlines for $38. Spirit Airlines offered a round-trip connection from $75 and Frontier from $104.

See more FAQs

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 83 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.
See more tips

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
DeltaOverall score based on 10861 reviews
7.4Food
8.2Boarding
7.9Comfort
8.0Entertainment
8.6Crew
Airline reviews

It was a crowded flight. They did the best they could.

6.0 GoodNetty, Apr 2024SYR - JFK
Read more about Delta reviews

It was a crowded flight. They did the best they could.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Horrible. First delta flight was delayed. I ran to my connecting flight and arrived to the gate 13 mins before departure. I told the gate agent “I’m here”, she told me flight was closed while giving my already confirmed seat to an stand by passenger. I said again “madam, I’m here with my confirmed seat” and she said “no you’re not here@ and gave two stand by people a boarding pass and let them board. I asked “madam, why do you do that?”, and she repeated “you’re not here”. That was very rude. I’m disappointed of delta. It used to have a good customer service. Things have changed, but not for good.

full flihgt but crew and passengers all helped eachother we landed early! however we then had to wait 40 minutes on the tarmac to get into the gate there were people trying get connecting flights, assume its an airport issue but still frustrating

We flew early evening on New Year's Eve. Our plane was less than half full... Great for the passenger experience -- not so much for the airline lol. Comfortable, spacious, smooth flight -- and early arrival!

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

The crew was horrible. Cleo was the most unwelcoming flight attendant I’ve ever had.

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Everything was good except for deplaning in NY. Took way too long!!

Jet Blue keeps getting iit wrong. 4 hour mechanical delay followed by terrible boarding experience. This is my third horrific jet blue flight in 2024. I am going to try to avoid this loser in the sky

no wifi and the aircraft was very old with tiny 4” screens.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

Flawless trip. Pilot came out and introduced himself, welcomed everyone, made a light joke to put everyone at ease. Arrived quite early.

JetBlue's check-in was great, but there was an in-flight flight attendant who was very rude and unkind. I didn't realize that the bathrooms were already locked 30 mins prior to landing and needed to use the restroom. Instead of politely asking me to return, she rudely told me, 'No, bathrooms are locked! Go back to your seat!' The flight was more than an hour delay, which made me almost miss my connecting flight. I understand the reasoning, but the action they took to get a hold of maintenance was time consuming. It took them so long to get a hold of maintenance and for maintenance to get started. Most importantly, my 3 checked baggages are missing! I'm writing this review 3 days after my arrival to the Philippines, and my 3 checked baggages, where my wedding dress is, are all missing!

Safe takeoff and landing Better snacks and coffee. Headphones for the TV monitors.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

They didn’t let me get my boarding pass through the app because I have a lap infant. The ticket said to see a gate agent but there was no gate agent available. I was supposed to go to the kiosk. Ended up missing my flight and they said that I never checked in to my flight so there was nothing that could be done. I will never fly spirit again. Not even worth the hassle and poor customer service.

I like strict carry on policy. Quick to board, quick to leave. Less time at gate and get there quicker

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

comfortable flight. not fond of the idea to pay for every little detail. baggage checkin or carry ons, basic snack, or some sort of basic entertainment/wifi. would be nice to offer these as perks and stop with the penny pinching.

Flight was delayed 2+ hours missed a concert because of it…

The seats were larger & more roomy than the old planes. the crew was excellent. . overall a very good flight.

No water for handwashing and they charged $5 for water. Spirit up-charges for every little thing and the planes themselves are old and nauseating.

Seats could use more padding. Kind of hard on the tush.

Flying with Spirit is simple- it’s a minimalist airline that gets you from Point A to Point B. I have flown Spirit many times & have never had a problem with it, just don’t expect luxury or convenience. And know that, because the tickets are so affordable, the real charge comes in the bags, food, & extra purchases. The planes are simple, modern, and clean. They function in a way that moves large amounts of people in a more efficient manner, so the seats aren’t the most comfortable but I always bring a pillow and have no problem. I will continue to fly Spirit & would recommend to others

Comfortable experience but the boarding process was not efficient and the delay in departure caused some anxieties for the connecting flight. Flight from FLL to LGA was on time but the legroom for a taller person was a bit uncomfortable

Book cheap flights from Chicago to Brooklyn

Recent round-trip flight deals

5/28Tue
2 stopsSpirit Airlines
13h 44mORD-LGA
5/29Wed
nonstopSpirit Airlines
2h 37mLGA-ORD
$75
5/28Tue
nonstopSpirit Airlines
2h 11mORD-LGA
5/29Wed
1 stopSpirit Airlines
13h 53mLGA-ORD
$76
7/9Tue
nonstopUnited Airlines
2h 21mORD-LGA
7/16Tue
nonstopUnited Airlines
2h 37mLGA-ORD
$127
7/2Tue
nonstopJetBlue
2h 25mORD-JFK
7/16Tue
nonstopJetBlue
2h 46mJFK-ORD
$127
7/2Tue
nonstopAmerican Airlines
2h 26mORD-JFK
7/9Tue
nonstopAmerican Airlines
2h 58mJFK-ORD
$137
5/30Thu
nonstopJetBlue
2h 28mORD-JFK
6/3Mon
nonstopJetBlue
2h 50mJFK-ORD
$143
5/29Wed
nonstopAmerican Airlines
2h 13mORD-JFK
6/1Sat
nonstopAmerican Airlines
3h 02mJFK-ORD
$157
7/23Tue
nonstopDelta
2h 14mORD-JFK
10/22Tue
nonstopDelta
3h 02mJFK-ORD
$158
7/24Wed
nonstopDelta
2h 38mORD-JFK
7/27Sat
nonstopDelta
2h 58mJFK-ORD
$162
5/28Tue
nonstopUnited Airlines
2h 20mORD-EWR
6/4Tue
nonstopUnited Airlines
2h 35mEWR-ORD
$174

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Recent one-way flight deals

5/29Wed
1 stopSpirit Airlines
6h 10mORD-LGA
$38
6/5Wed
1 stopSpirit Airlines
9h 28mORD-LGA
$39
5/30Thu
nonstopJetBlue
2h 28mORD-JFK
$59
8/6Tue
nonstopJetBlue
2h 23mORD-JFK
$64
6/29Sat
nonstopDelta
2h 14mORD-JFK
$68
7/2Tue
nonstopDelta
2h 21mORD-LGA
$69
5/29Wed
nonstopAmerican Airlines
2h 13mORD-JFK
$94
5/26Sun
nonstopUnited Airlines
2h 21mORD-EWR
$95
5/29Wed
nonstopUnited Airlines
2h 21mORD-EWR
$104
5/21Tue
nonstopAmerican Airlines
2h 13mORD-JFK
$109

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Last minute flights from Chicago to Brooklyn

Last minute flight, train and bus deals

5/7Tue
multi-stopSpirit Airlines
15h 29mORD-LGA
5/18Sat
multi-stopSpirit Airlines
9h 22mLGA-ORD
$93
5/7Tue
multi-stopSpirit Airlines
15h 29mORD-LGA
5/8Wed
multi-stopSpirit Airlines
11h 29mLGA-ORD
$94
5/7Tue
nonstopJetBlue
2h 23mORD-JFK
5/22Wed
nonstopJetBlue
2h 50mJFK-ORD
$167
5/7Tue
nonstopDelta
2h 26mORD-JFK
5/21Tue
nonstopDelta
2h 51mJFK-ORD
$183
5/7Tue
nonstopJetBlue
2h 28mORD-JFK
5/8Wed
nonstopJetBlue
2h 56mJFK-ORD
$207
5/7Tue
multi-stopDelta
5h 59mORD-EWR
5/8Wed
multi-stopDelta
6h 17mEWR-ORD
$234
5/7Tue
nonstopAmerican Airlines
2h 13mORD-JFK
5/10Fri
nonstopAmerican Airlines
3h 02mJFK-ORD
$273
5/7Tue
nonstopUnited Airlines
2h 25mORD-EWR
5/8Wed
nonstopUnited Airlines
2h 35mEWR-ORD
$295
5/7Tue
nonstopUnited Airlines
2h 27mORD-EWR
5/7Tue
multi-stopUnited Airlines
11h 11mEWR-ORD
$299
5/7Tue
nonstopAmerican Airlines
2h 04mORD-EWR
5/11Sat
multi-stopAmerican Airlines
5h 38mEWR-ORD
$300

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Flights to Brooklyn