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Find First Class Flights from Chicago to New York

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KAYAK searches hundreds of travel sites at once for first class flights from Chicago to New York

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Cheap First Class Flight Deals from Chicago to New York

 
These are the cheapest deals for flights from Chicago to New York currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 first class round-trip flight deals to New York

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6:00 am - 9:21 am
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2h 45mnonstop
$424Delta
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$436American Airlines
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$441American Airlines
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$442American Airlines
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$446American Airlines
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$451American Airlines
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7:00 am - 10:18 am
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$453Delta
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$457American Airlines
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$459American Airlines
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$460American Airlines

Good to Know - First Class Flights from Chicago to New York

Low seasonFebruary
Average price round-trip$686
Good deal round-trip$583
Good deal one-way$424
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 4% lower on average.
(avg. price over the last 2 weeks)
or less
or less

When to book first class flights to New York

Are your dates flexible? We break down the daily and monthly prices for first class flights to New York, so you can find the best time to fly.
Average price per month
Flight prices as travel date approaches

KAYAK’s Insights & Trends for Chicago to New York First Class Flights

Get data-powered insights and trends into flights from Chicago to New York to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly first class from Chicago to New York?

The average price of all flights from Chicago to New York clicked on KAYAK for each day over the last 12 months.

Look for departures on Tuesday when prices are cheapest and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from New York, Saturday is the cheapest day to fly and Wednesday is the most expensive.

What is the cheapest month to fly First Class from Chicago to New York?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to New York, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for First Class flights from Chicago to New York is September, where tickets cost $449 (round-trip) on average. On the other hand, the most expensive months are April and June, where the average cost of round-trip tickets is $731 and $693 respectively.

Which airlines offer First Class tickets between Chicago and New York?

There are 4 airlines that fly First Class from Chicago to New York. They are: Spirit Airlines, Delta, American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $286 for a round-trip flight. On average, the best prices for flying First Class on this route can be found at Spirit Airlines.

FAQs for First Class Chicago to New York Flights

  • How much is a first class ticket from Chicago to New York?

    The price of a first class flight ticket between Chicago and New York depends on many factors, like when the ticket was booked, the departure date, season and much more. The average price for all bookings made on KAYAK for this route over the last 2 weeks is $686 for a round-trip.

  • Is it cheaper to fly business or first class between Chicago and New York?

    Business Class tickets are usually cheaper, but that's not the case for this route, with an average return fare of $808, compared to $686 for First Class.

  • What is the best airline when flying first class between Chicago and New York?

    The highest-rated airline by KAYAK users offering first class flights for this route is Delta, with an overall rating of 7.9.

KAYAK's Tips for Finding Cheap First Class Flights from Chicago to New York

  • What’s a good price for a first class ticket between Chicago and New York? 25% of our users found flights on this route for $400 or less one-way and $559 or less round-trip.
  • Try flying direct if you’re looking to save, as direct first class tickets are cheaper on average.

Reviews of the Top 5 Airlines Flying First Class from Chicago to New York

 
See real verified KAYAK customer reviews for airlines flying to New York. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Chicago to New York. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly first class to New York? 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.
7.9
DeltaOverall score based on 8423 reviews
7.2Food
7.8Entertainment
7.8Comfort
8.1Boarding
8.5Crew
Airline reviews

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

10.0 ExcellentMurat, Apr 2026
ORD - LGA
Read more Delta reviews

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

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

Landed without a gate ready. Plane is extremely old and dirty.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

I almost missed my flight and they helped me out enormously

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

There was no flight. Spirit went bankrupt Right before my departure and kayak did not refund me any money. I would like my refund kayak. How can I get it? Please let me know. Thank you

The airline cancel mi flight, lost a lot of money!!!

Everyone was nice but it's budget. There's nothing free and no entertainment

It was a full Spirit experience. Got to witness police officers having to deboard a passenger and cost us about an hour of delay. Front seat was spacious and better than expected.

We didn't get on the flight, they canceled our flight and said there was no flights leaving this weekend and sent me our money back.

a weekend long saga that ultimately led to a canceled trip. totally unreliable.

They keep delaying and cancel at last moment and height was for you to get refund need to be in chat line for two hours. I complained to DOT. Never recommend this airline on Kayak please

They canceled both the flight to Myrtle beach and the return flight. They are an awful airline and they ruined my trip. I will never book with Spirit again.

Flight was delayed, then undelayed, then delayed again. Gate was changed to the other side of the airport. Horrible seats with no screens. Spirit os truly awful, even for a budget option.

I have to wait for the flight for 3 hours. The gate was switching for 5 times. Made feel frustrated. Delays took all my sleep. I went to work without any sleep.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to New York

Cabin class types available on flights from Chicago to New York

Cabin classes available on flights from Chicago to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.