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Find Business Class Flights from Chicago to New York

1 adult
1 adult, Business, 0 bags

KAYAK searches hundreds of travel sites at once for business 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
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41,299,237 searches in the past 7 days on KAYAK

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Cheap Business 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 business class round-trip flight deals to New York

Tue, Jul 7 - Thu, Jul 9
American Airlines Logo
8:09 pm - 11:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:30 am - 7:15 am
EWR
-
ORD
2h 45mnonstop
$420American Airlines
Thu, Jul 9 - Sat, Jul 11
American Airlines Logo
8:09 pm - 11:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
6:56 am - 8:44 am
EWR
-
ORD
2h 48mnonstop
$424American Airlines
Mon, Jun 8 - Tue, Jun 9
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
American Airlines Logo
6:59 am - 8:45 am
EWR
-
ORD
2h 46mnonstop
$431American Airlines
Wed, Jul 8 - Mon, Jul 13
American Airlines Logo
8:09 pm - 11:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:30 am - 7:15 am
EWR
-
ORD
2h 45mnonstop
$443American Airlines
Thu, Jul 9 - Mon, Jul 13
American Airlines Logo
8:09 pm - 11:30 pm
ORD
-
EWR
2h 21mnonstop
American Airlines Logo
5:30 am - 7:15 am
EWR
-
ORD
2h 45mnonstop
$447American Airlines
Mon, Jun 8 - Tue, Jun 9
American Airlines Logo
5:10 am - 1:48 pm
ORD
-
JFK
7h 38m
1 stop
American Airlines Logo
7:57 am - 10:05 am
JFK
-
ORD
3h 08mnonstop
$460American Airlines
Wed, Jun 3 - Thu, Jun 4
American Airlines Logo
4:30 pm - 8:05 pm
ORD
-
JFK
2h 35mnonstop
American Airlines Logo
9:59 am - 11:51 am
JFK
-
ORD
2h 52mnonstop
$464American Airlines
Mon, Jun 8 - Tue, Jun 9
American Airlines Logo
5:10 am - 1:48 pm
ORD
-
JFK
7h 38m
1 stop
American Airlines Logo
5:14 pm - 10:00 pm
JFK
-
ORD
5h 46m
1 stop
$470American Airlines
Fri, Sep 25 - Tue, Sep 29
Frontier Logo
1:22 pm - 10:00 pm
ORD
-
LGA
7h 38m
1 stop
Frontier Logo
6:25 am - 12:02 pm
LGA
-
ORD
6h 37m
1 stop
$501Frontier
Fri, Sep 25 - Tue, Sep 29
Frontier Logo
12:03 pm - 9:28 pm
MDW
-
EWR
8h 25m
1 stop
Frontier Logo
5:55 am - 10:58 am
EWR
-
MDW
6h 03m
1 stop
$501Frontier

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

Low seasonJuly
Average price round-trip$808
Good deal round-trip$686
Good deal one-way$380
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly with an average 6% increase in price.
(avg. price over the last 2 weeks)
or less
or less

When to book business class flights to New York

Are your dates flexible? We break down the daily and monthly prices for business 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 Business 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 business 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 Monday when prices are cheapest and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from New York, Thursday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly Business 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 Business Class flights from Chicago to New York is January, where tickets cost $641 (round-trip) on average. On the other hand, the most expensive months are August and May, where the average cost of round-trip tickets is $1,255 and $808 respectively.

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

There are 3 airlines that fly Business Class from Chicago to New York. They are: American Airlines, Delta and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $298 for a round-trip flight. On average, the best prices for flying Business Class on this route can be found at Delta.

FAQs for Business Class Chicago to New York Flights

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

    The price of a business 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 $808 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 business class between Chicago and New York?

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

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

  • What’s a good price for a business class ticket between Chicago and New York? 25% of our users found flights on this route for $378 or less one-way and $686 or less round-trip.
  • Look for a flight with a layover if you’re looking to save, as direct business class flights are generally more expensive for the route.

Reviews of the Top 5 Airlines Flying Business 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 business 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
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
7.8Comfort
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

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

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.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

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 tray table was broken and the food was terrible.

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.

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Lost of requested seat assignments. Lost my husband's meal choice

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

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

Staff were not attentive, wifi did not work, cut my head in the bathroom due to the position of the soap on the sink, had blood running down my face, told staff, they had no expression no sympathy, didn't even say "sorry", they said "oh we will have a look at that" about 10 mins later the purser brought me a bandaid, still no sorry.... Shocking

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

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.

Terrific in every way. On time, professional staff, multiple movie options to select, great food and drink.

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.

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

On time departure and early arrival. Flight attendant very nice.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

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

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

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

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.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

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.