KIN - ORD

$271 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 1/14. 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
$338
Spirit Airlines
Fri 1/23Fri 1/30
KIN - ORD • 1 stop
Cheapest one-way
$271
Typical prices: $440-$564
American Airlines
Wed 1/14
KIN - ORD • 1 stop
Top airlines
Spirit Airlines
Cheapest • from $407 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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, Jan 23 - Fri, Jan 30
Spirit Airlines Logo
1:17 pm - 7:38 pm
KIN
-
ORD
7h 21m1 stop
Spirit Airlines Logo
5:15 am - 12:12 pm
ORD
-
KIN
5h 57m1 stop
$338Spirit Airlines
Sat, Dec 27 - Sat, Jan 3
Spirit Airlines Logo
1:19 pm - 12:30 am
KIN
-
ORD
12h 11m1 stop
Spirit Airlines Logo
5:00 am - 12:14 pm
ORD
-
KIN
6h 14m1 stop
$388Spirit Airlines
Fri, Jan 23 - Fri, Jan 30
Delta Logo
9:00 am - 6:49 pm
KIN
-
ORD
10h 49m1 stop
Delta Logo
6:50 am - 8:00 pm
ORD
-
KIN
12h 10m2 stops
$400Delta
Fri, Jan 30 - Fri, Feb 6
Spirit Airlines Logo
1:17 pm - 7:38 pm
KIN
-
ORD
7h 21m1 stop
Spirit Airlines Logo
5:15 am - 12:12 pm
ORD
-
KIN
5h 57m1 stop
$405Spirit Airlines
Sat, Dec 27 - Sat, Jan 3
Spirit Airlines Logo
1:19 pm - 12:30 am
KIN
-
ORD
12h 11m1 stop
Spirit Airlines Logo
5:00 am - 12:14 pm
ORD
-
KIN
6h 14m1 stop
$407Spirit Airlines
Wed, May 13 - Tue, May 26
American Airlines Logo
7:30 am - 10:39 pm
KIN
-
ORD
15h 09m1 stop
American Airlines Logo
10:13 am - 6:25 pm
ORD
-
KIN
8h 12m1 stop
$409American Airlines
Thu, Dec 25 - Wed, Dec 31
American Airlines Logo
11:03 am - 6:37 pm
KIN
-
ORD
8h 34m1 stop
American Airlines Logo
3:04 pm - 10:51 pm
ORD
-
KIN
6h 47m1 stop
$410American Airlines
Wed, May 13 - Tue, May 26
American Airlines Logo
7:30 am - 8:54 pm
KIN
-
ORD
13h 24m1 stop
American Airlines Logo
7:00 am - 6:25 pm
ORD
-
KIN
11h 25m2 stops
$413American Airlines
Thu, Dec 25 - Wed, Dec 31
American Airlines Logo
11:03 am - 9:17 pm
KIN
-
ORD
11h 14m2 stops
American Airlines Logo
3:04 pm - 10:51 pm
ORD
-
KIN
6h 47m1 stop
$415American Airlines
Sat, Dec 27 - Sat, Jan 31
Spirit Airlines Logo
1:19 pm - 12:30 am
KIN
-
ORD
12h 11m1 stop
Spirit Airlines Logo
7:20 am - 12:12 pm
ORD
-
KIN
27h 52m1 stop
$421Spirit 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.

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.

Good to know

Cheapest flight$271
Most popular time to fly and prices are also 25% 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 $271 for a one-way ticket and $407 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.

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

    The two airlines most popular with KAYAK users for flights from Kingston to Chicago are American Airlines and Spirit Airlines. With an average price for the route of $543 and an overall rating of 7.2, American Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $406 and an overall rating of 6.3.

  • 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 airlines 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.
7.2
American AirlinesOverall score based on 11049 reviews
7.2Comfort
6.9Entertainment
8.0Crew
6.5Food
7.5Boarding
Airline reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

10.0 Excellentchloe, Nov 2025
MCO - ORD
Read more American Airlines reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

I don’t like the idea of having to buy everything including a bottle of water when the other airlines are giving it to us

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

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

Information on your arrival and departure airports