KIN - ORD

$294 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 5/1. 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
$463
Typical prices: $590-$401
Air Canada
Tue 5/19Tue 5/26
KIN - ORD • 1 stop
Cheapest one-way
$294
Typical prices: $326-$396
Spirit Airlines
Fri 5/1
KIN - ORD • 1 stop
Top airlines
Cheapest • from $463 (round-trip)
Best reviews • 7.9 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)
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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

Tue, May 19 - Tue, May 26
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
8:35 pm - 1:55 pm
ORD
-
KIN
17h 20m
1 stop
$463Air Canada
Tue, May 19 - Tue, May 26
Air Canada Logo
3:05 pm - 2:55 pm
KIN
-
ORD
23h 50m
1 stop
Air Canada Logo
8:45 am - 1:55 pm
ORD
-
KIN
29h 10m
2 stops
$466Air Canada
Wed, May 13 - Wed, May 27
Air Canada Logo
3:05 pm - 7:58 am
KIN
-
ORD
16h 53m
2 stops
Air Canada Logo
8:35 pm - 10:25 am
ORD
-
KIN
13h 50m
1 stop
$471Air Canada
Wed, Jun 10 - Wed, Jun 24
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
8:40 pm - 10:25 am
ORD
-
KIN
13h 45m
1 stop
$472Air Canada
Wed, May 20 - Wed, May 27
Air Canada Logo
3:05 pm - 7:50 am
KIN
-
ORD
16h 45m
2 stops
Air Canada Logo
1:55 pm - 10:25 am
ORD
-
KIN
20h 30m
2 stops
$473Air Canada
Mon, May 18 - Tue, Sep 1
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
$476Air Canada
Mon, May 18 - Tue, Sep 1
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
$477Air Canada
Mon, May 18 - Tue, Sep 1
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
6:21 pm - 1:55 pm
ORD
-
KIN
19h 34m
2 stops
$481Air Canada
Mon, May 18 - Tue, Sep 1
Air Canada Logo
3:05 pm - 9:00 am
KIN
-
ORD
17h 55m
1 stop
Air Canada Logo
6:21 pm - 1:55 pm
ORD
-
KIN
19h 34m
2 stops
$482Air Canada
Wed, May 13 - Tue, May 26
Air Canada Logo
3:05 pm - 7:58 am
KIN
-
ORD
16h 53m
2 stops
Air Canada Logo
5:55 pm - 1:55 pm
ORD
-
KIN
20h 00m
1 stop
$483Air Canada
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.

How much is a round-trip flight from Kingston to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Kingston to Chicago O'Hare Intl Airport departing in May.

Good to know

Low seasonJune
Cheapest flight$294
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 28% 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 $294 for a one-way ticket and $463 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?

    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 $599 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $536 and an overall rating of 7.1.

  • 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 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.
7.9
DeltaOverall score based on 8439 reviews
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

4.0 OkayAnonymous, Apr 2026
MYR - ATL
Read more Delta reviews

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

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.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

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

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

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.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

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

Delays with no explanation. It could have been handled better.

My first time experience with Spirit Air was not good at all.The reason i did not know to cancel 24Hrs before flight depature you do charge cancellation fee. It's ridiculous policy.Actually you should provide full voucher instead of charging cancellation fee. Confirmation Code# ZNVPHG Thanks Much , Rita S

That this is my second time the they cancel flights and they always wait until the last minute to let people know

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Nothing. We didn’t even have a pilot until one hour after our flight was set to depart and now we are waiting for a gate on a very hot packed aircraft. Spirit has lost its goddamn minds and we will never fly again. On the way down the delay went from 5 minutes to 6 hours to cancelled.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

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

Information on your arrival and departure airports