KIN - ORD

$269 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 10/28. 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

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
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Everything you should know

Cheapest round-trip
$432
JetBlue
Fri 9/11Mon 9/14
KIN - ORD • 1 stop
Cheapest one-way
$269
Overall average: $375
JetBlue
Wed 10/28
KIN - ORD • 1 stop
Top airlines
Cheapest • from $432 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Kingston and O'Hare Intl. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $423 (round-trip)
Shortest trip • 7h 36m (one-way)
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Kingston to O'Hare Intl (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 O'Hare Intl 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

Fri, Sep 11 - Mon, Sep 14
JetBlue Logo
1:53 pm - 11:44 pm
KIN
-
ORD
9h 51m
1 stop
JetBlue Logo
7:00 am - 12:43 pm
ORD
-
KIN
5h 43m
1 stop
$432JetBlue
Fri, Sep 11 - Mon, Sep 14
Delta Logo
9:00 am - 8:24 pm
KIN
-
ORD
11h 24m
2 stops
Delta Logo
11:17 am - 7:30 pm
ORD
-
KIN
8h 13m
2 stops
$449Delta
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
2:00 pm - 12:31 am
KIN
-
ORD
10h 31m
1 stop
American Airlines Logo
9:55 am - 4:24 pm
ORD
-
KIN
6h 29m
1 stop
$458American Airlines
Fri, Jun 5 - Sun, Jun 7
American Airlines Logo
12:42 pm - 11:58 pm
KIN
-
ORD
11h 16m
2 stops
American Airlines Logo
6:29 am - 4:08 pm
ORD
-
KIN
9h 39m
2 stops
$462American Airlines
Tue, Sep 1 - Tue, Sep 1
JetBlue Logo
6:00 am - 1:39 pm
KIN
-
ORD
7h 39m
1 stop
JetBlue Logo
6:27 pm - 8:14 pm
ORD
-
KIN
25h 47m
1 stop
$470JetBlue
Fri, Jun 5 - Sun, Jun 7
Air Canada Logo
3:05 pm - 7:25 pm
KIN
-
ORD
28h 20m
1 stop
Air Canada Logo
9:55 am - 1:55 pm
ORD
-
KIN
28h 00m
1 stop
$496Air Canada
Sat, Jun 13 - Sat, Jun 20
Delta Logo
9:00 am - 6:42 pm
KIN
-
ORD
9h 42m
1 stop
Delta Logo
1:49 pm - 8:00 pm
ORD
-
KIN
6h 11m
1 stop
$520Delta
Thu, Jun 11 - Sun, Jun 14
American Airlines Logo
5:10 pm - 12:19 am
KIN
-
ORD
7h 09m
1 stop
American Airlines Logo
5:00 am - 4:08 pm
ORD
-
KIN
11h 08m
1 stop
$529American Airlines
Thu, Jun 11 - Sun, Jun 14
American Airlines Logo
12:42 pm - 12:39 am
KIN
-
ORD
11h 57m
2 stops
American Airlines Logo
6:59 am - 7:53 pm
ORD
-
KIN
12h 54m
1 stop
$533American Airlines
Sat, Jun 13 - Sat, Jun 20
American Airlines Logo
5:10 pm - 12:19 am
KIN
-
ORD
7h 09m
1 stop
American Airlines Logo
6:00 pm - 11:40 am
ORD
-
KIN
17h 40m
1 stop
$540American Airlines
Booking Insights

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.

Which airlines provide the cheapest flights from Kingston to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 3 days.

In the past 3 days, the cheapest round-trip tickets from Kingston to Chicago were found on JetBlue ($432) and Delta ($449).

Good to know

Cheapest flight$269
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 $269 for a one-way ticket and $432 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?

    oneworld is the only airline alliance operating flights between Kingston and Chicago.

  • 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.

Reviews of the top airline flying 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.
7.1
American AirlinesOverall score based on 11626 reviews
6.4Food
7.9Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

The homeless eat better than what was served on that plane. Pretzels and ice cream? My last trip to Europe. Everything is small, but the bill.

4.0 OkayAnonymous, May 2026
ATH - ORD
Read more American Airlines reviews

The homeless eat better than what was served on that plane. Pretzels and ice cream? My last trip to Europe. Everything is small, but the bill.

Awful customer service, horrible experience. We travel a lot domestic & international- worst flights to/from ever. Brief bkgd as Inhate to relive this experience: booked and chose 2 seats 4 months prior in Premium Economy - last row end seats close to bathroom, no one behind us, plenty of legroom;, underwear storage — flown this was on other airlines, love it. We receive notice 4 days before scheduled overseas flight - plane has changed, new seats assigned. Seats are split into single seats, opposites of the plane, FRONT Row so no reachable storage. Called BOTH British Air & America. American “switched planes and the seats you want are taken;” British Air “Yes, we’ll be glad to accommodate you (type type type). Just ask at the Gate and someone will give you new boarding passes with seats together in middle, OK?” — OK. —At Gate the attendant looks us up saying “No, it is an overbooked flight and yours are the only seats available.” But but but wait, “We were TOLD our seats had been switched and seated together?” Gate attendant “Well they were wrong and don’t change your seats. Your original seats are where you’ll sit.”. Right. No help WHATSOEVER. We sit opposite on way there, wife VERY disgruntled, a Tol 5 worst ways to start a 3-week bus tour of UK. We promise to NEVER FLY AMERICAN OR BROTISH AIR EVER, and we have 3 more extensive trips planned..

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

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

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