KIN - ORD

$211 Find Cheap Flights from Kingston to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kingston to O'Hare Intl departing on 6/9. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

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

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Cheap Flights from Kingston to Chicago (KIN-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kingston to Chicago 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 Kingston to O'Hare Intl

Tue, Jun 24 - Thu, Jul 10
Spirit Airlines Logo
1:37 pm - 8:50 amKIN-ORD
19h 13m1 stop
Spirit Airlines Logo
5:38 pm - 12:28 pmORD-KIN
18h 50m1 stop
$395Spirit Airlines
Find Deal
Tue, Jun 24 - Thu, Jul 10
Spirit Airlines Logo
1:37 pm - 11:45 pmKIN-ORD
10h 08m1 stop
Spirit Airlines Logo
6:31 pm - 12:28 pmORD-KIN
17h 57m2 stops
$444Spirit Airlines
Find Deal
Sat, Jun 28 - Sat, Jul 5
Spirit Airlines Logo
1:37 pm - 11:45 pmKIN-ORD
10h 08m1 stop
Spirit Airlines Logo
4:45 pm - 12:32 pmORD-KIN
19h 47m1 stop
$459Spirit Airlines
Find Deal
Mon, Aug 25 - Mon, Sep 1
 Logo
12:21 pm - 8:40 pmKIN-ORD
8h 19m1 stop
 Logo
8:25 pm - 12:35 pmORD-KIN
16h 10m1 stop
Mon, Aug 25 - Mon, Sep 1
 Logo
12:21 pm - 8:40 pmKIN-ORD
8h 19m1 stop
 Logo
6:00 pm - 12:35 pmORD-KIN
18h 35m2 stops
Mon, Aug 25 - Mon, Sep 1
American Airlines Logo
6:00 am - 7:08 pmKIN-ORD
13h 08m2 stops
American Airlines Logo
8:34 pm - 10:59 amORD-KIN
14h 25m2 stops
$529American Airlines
Find Deal
Fri, Aug 1 - Mon, Aug 4
American Airlines Logo
6:00 am - 7:23 pmKIN-ORD
13h 23m1 stop
American Airlines Logo
6:57 am - 1:34 pmORD-KIN
6h 37m1 stop
$543American Airlines
Find Deal
Fri, Jun 27 - Sat, Jul 5
JetBlue Logo
1:06 am - 10:13 amKIN-ORD
9h 07m1 stop
JetBlue Logo
6:15 am - 9:18 pmORD-KIN
15h 03m1 stop
$700JetBlue
Find Deal
Mon, Jun 23 - Thu, Jul 10
JetBlue Logo
1:06 am - 10:13 amKIN-ORD
9h 07m1 stop
JetBlue Logo
11:35 am - 11:53 pmORD-KIN
12h 18m1 stop
$822JetBlue
Find Deal
Thu, Oct 9 - Thu, Oct 30
Delta Logo
9:05 am - 6:56 pmKIN-ORD
9h 51m1 stop
Delta Logo
11:19 am - 8:05 pmORD-KIN
8h 46m1 stop
$1,615Delta
Find Deal
Useful Info

KAYAK's insights & trends for Kingston to O'Hare Intl flights

Get data-powered insights and trends into flights from Kingston to O'Hare Intl 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 from Kingston to Chicago?

The average price of all round-trip flights from Kingston to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Kingston to Chicago. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Kingston to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kingston to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Kingston to Chicago O'Hare Intl Airport is September, where tickets cost $331 (return) on average. On the other hand, the most expensive months are April and July, where the average cost of round-trip tickets is $845 and $625 respectively.

Good to know

Low seasonApril
High seasonAugust
Cheapest flight$211
Best time to beat the crowds but there is an average 66% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Kingston to Chicago

When to book flights from Kingston to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Kingston to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Kingston to Chicago flights

  • What is the cheapest flight from Kingston to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Kingston to Chicago O'Hare Intl Airport was $211 for a one-way ticket and $395 for a round-trip.

  • Do I need a passport to fly between Kingston and Chicago?

    A passport is required to fly from Kingston to Chicago.

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

    Kingston and Chicago are both served by 1 main airport. You will leave Kingston from Kingston Norman Manley and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Kingston to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Kingston to Chicago?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Kingston and Chicago, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Kingston to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Kingston to Chicago are Delta and American Airlines. With an average price for the route of $489 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $602 and an overall rating of 7.2.

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

    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 Kingston to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kingston 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 Kingston to Chicago?

    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 Chicago with an airline and back to Kingston with another airline. Booking your flights between Kingston and ORD can sometimes prove cheaper using this method.

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

    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 Chicago from Kingston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 3 airlines serving from Kingston to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Kingston to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Kingston to O'Hare Intl? 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 7946 reviews
7.9Entertainment
7.3Food
8.5Crew
7.9Comfort
8.2Boarding
Airline reviews

Subject: Complaint Regarding Disrespectful Behavior by Delta Air Lines Staff at Boarding Gate Dear Delta Air Lines Team, I am writing to formally file a complaint regarding the behavior of a staff member at the boarding gate today, May 14, 2025, at Las Américas International Airport. While we were preparing to board flight DL-1829 to New York, scheduled for 2:28 PM at gate T-11, we were informed that the aircraft was experiencing water system issues and that passengers were advised to use the restroom before boarding. I politely approached one of the Delta staff members to ask whether the lavatory would be partially or completely unavailable during the flight, as I am traveling with a baby in my arms. The employee’s response was extremely rude and arrogant. He replied, in an unnecessarily hostile tone, something along the lines of: “It’s either that or we cancel the flight — do you want us to cancel the flight?” This response lacked any empathy or professionalism. I understand that technical issues can arise, but that does not excuse such inappropriate treatment of passengers. I felt deeply disrespected and disappointed by the interaction. I sincerely hope appropriate measures are taken, and that all staff members receive the necessary training to treat passengers with courtesy, especially in delicate situations like this one.

2.0 MediocreAlbert, May 2025SDQ - JFK
Read more Delta reviews

Subject: Complaint Regarding Disrespectful Behavior by Delta Air Lines Staff at Boarding Gate Dear Delta Air Lines Team, I am writing to formally file a complaint regarding the behavior of a staff member at the boarding gate today, May 14, 2025, at Las Américas International Airport. While we were preparing to board flight DL-1829 to New York, scheduled for 2:28 PM at gate T-11, we were informed that the aircraft was experiencing water system issues and that passengers were advised to use the restroom before boarding. I politely approached one of the Delta staff members to ask whether the lavatory would be partially or completely unavailable during the flight, as I am traveling with a baby in my arms. The employee’s response was extremely rude and arrogant. He replied, in an unnecessarily hostile tone, something along the lines of: “It’s either that or we cancel the flight — do you want us to cancel the flight?” This response lacked any empathy or professionalism. I understand that technical issues can arise, but that does not excuse such inappropriate treatment of passengers. I felt deeply disrespected and disappointed by the interaction. I sincerely hope appropriate measures are taken, and that all staff members receive the necessary training to treat passengers with courtesy, especially in delicate situations like this one.

Good flights. On time. They had a gluten free snack option which was nice

Take this flight once or twice a month. Just don’t cut it from the schedule.

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

This is speaking of the original flight leaving on April 30th(DL 1957) not the rebooked the following morning DL 9887. On April 30th, it was unusually crowded at Sangster International Airport (MBJ) the morning my mother and I arrived for our flight. She had to exceedingly long time for a wheelchair, once a wheelchair attendant arrived to take us to thru immigration and security then to go to gate the flight was boarding. We stayed on board for 3 1/2 hrs until the flight crew notified the passengers that flight indefinitely delayed so we had to stay by gate area. Before that my mom had to wait an additional 20-30 mins to deboard the plane. Was given food vouchers, by the time I came back the gate agents said the flight was gonna to reboard, so all the wheelchair passengers lined up. We waited an additional 45 mins, while I received a notification from kayak that the flight was cancelled. And on my delta app updated that flight was being detoured to Miami then from Miami back to JFK. We boarded the plane started to eat, then the flight crew notified us the flight was indeed being detoured & that how come the gate agents didn’t notified the passengers. We stayed on board for another 30-40 mins then was told by the captain that they tried all avenues to get the passengers back to JFK but the crew couldn’t continue the journey and the flight was cancelled. So we deboarded the plane again. Was told that we were going to be setup in hotels for the night. The hotel that we setup to go to wasn’t suitable for my mother’s needs and requested one nearby we were located in Jamaica. So any we had called a taxi to come to take us back where we stayed in Jamaica, that we had to pay out of own pockets.

Food from the flight from Atlanta to Santiago was very poor..

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

The flight overall was good but I believe giving back to the customers would be a plus. Not saying a big giving back but small is also acceptable like Wi-Fi (Free) or snacks(free). Just one would be good.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport

My experience with Spirit airlines was terrible. We had a 5 hour delay going to Jamaica and about a 3.5 hour delay returning home with no explanation keep in mind there was already a 4 hour layover in addition to the delay on the return home . We should have arrived in Montego Bay at 1:30pm on 12/22/24 instead we did not get there until about 5 or 6pm our final destination was Negril which is about a 2 hour drive from the airport so we did not reach our hotel until after 8pm so we literally spun the entire day traveling. On 12/27/24 we headed back home. We had arrived in Fort Lauderdale around 4-4:30pm for our layover expecting to be fly from there a little after 9pm and get back to Philadelphia by 12:05am Saturday morning 12/28/24. Once at the airport we kept receiving emails every 15-30 minutes or so apologizing for a delay with the time pushed further and further back. We did not depart from Fort Lauderdale until 12:33am. I forgot to mention that I was traveling with my 5 year old son so if you have small children you already know how that went. The only compensation they gave was two 12 dollar meal vouchers one for my son and one for for myself that we were not able to use because by the time they sent them the places in the airport were mostly closed and we were finally boarding the plane. The staff were very unprofessional and were being rude when we asked them questions about why the time kept getting pushed back. This was my first and absolute last time traveling by way of Spirit airlines. I most absolutely will not ever travel Spirit again. By far the most terrible travel experience thus far.

Everything you need to know for your flight from Kingston to O'Hare Intl

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.