KIN - ORD

$291 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 6/5. 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
$469
American Airlines
Sat 6/13Sat 6/20
KIN - ORD • 1 stop
Cheapest one-way
$291
Typical prices: $345-$364
Delta
Fri 6/5
KIN - ORD • 1 stop
Top airlines
Cheapest • from $469 (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

Sat, Jun 13 - Sat, Jun 20
American Airlines Logo
5:10 pm - 9:09 am
KIN
-
ORD
15h 59m
1 stop
American Airlines Logo
6:00 pm - 11:40 am
ORD
-
KIN
17h 40m
1 stop
$469American 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 - 11:47 pm
ORD
-
KIN
29h 20m
1 stop
$499JetBlue
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 am - 4:08 pm
ORD
-
KIN
10h 08m
2 stops
$533American Airlines
Sat, Jun 13 - Sat, Jun 20
JetBlue Logo
9:05 am - 9:30 pm
KIN
-
ORD
12h 25m
1 stop
JetBlue Logo
10:12 am - 10:36 pm
ORD
-
KIN
12h 24m
1 stop
$545JetBlue
Tue, Jun 16 - Mon, Jun 22
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
6:22 pm - 1:55 pm
ORD
-
KIN
19h 33m
2 stops
$546Air Canada
Tue, Jun 16 - Mon, Jun 22
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
8:40 pm - 1:55 pm
ORD
-
KIN
17h 15m
1 stop
$549Air Canada
Sat, Jun 13 - Sat, Jun 20
JetBlue Logo
4:44 pm - 8:45 am
KIN
-
ORD
16h 01m
1 stop
JetBlue Logo
6:00 am - 10:36 pm
ORD
-
KIN
16h 36m
1 stop
$550JetBlue
Sun, Jun 21 - Thu, Jun 25
Copa Airlines Logo
2:59 pm - 4:00 am
KIN
-
ORD
13h 01m
1 stop
Copa Airlines Logo
3:21 pm - 1:54 pm
ORD
-
KIN
22h 33m
1 stop
$568Copa Airlines
Sat, Jun 13 - Sat, Jun 20
Multiple Airlines Logo
9:05 am - 9:30 pm
KIN
-
ORD
12h 25m
1 stop
Multiple Airlines Logo
6:22 pm - 1:55 pm
ORD
-
KIN
43h 33m
2 stops
$579Multiple Airlines
Sat, Jun 13 - Sat, Jun 20
Multiple Airlines Logo
4:44 pm - 8:45 am
KIN
-
ORD
16h 01m
1 stop
Multiple Airlines Logo
1:55 pm - 1:55 pm
ORD
-
KIN
48h 00m
2 stops
$583Multiple 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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Kingston to Chicago were found on American Airlines ($469) and JetBlue ($499).

Good to know

Cheapest flight$291
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 $291 for a one-way ticket and $469 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 11648 reviews
6.9Entertainment
7.5Boarding
6.4Food
7.9Crew
7.2Comfort
Airline reviews

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.

6.0 GoodRay, May 2026
COU - ORD
Read more American Airlines reviews

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.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

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

Information on your arrival and departure airports