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$149+ Cheap flights from Chicago (CHI) to Kingston (KIN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KIN
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from Chicago to Kingston

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kingston (KIN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$346
(Booking.com)

One-way from

$149
(Flightnetwork)

Popular in

December

Cheapest in

February

Average price

$666
Provider with most accurate pricing for Chicago (CHI)-Kingston Norman Manley flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Kingston Norman Manley flights.
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From Chicago (CHI) to Kingston Norman Manley
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One-way flight from Chicago (CHI) to Kingston Norman Manley
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Highest demand for flights based on searches. 16% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Chicago to Kingston

Cheapest flights from Chicago to Kingston
Explore the most affordable flight options available from Chicago to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This Booking.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:05 amORD - KIN
1 stop7h 24mSpirit Airlines
Wed 5/211:34 pmKIN - ORD
1 stop9h 30mSpirit Airlines
Deal found 3/30$346
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/147:00 amORD - KIN
2 stops12h 40mAmerican Airlines
Wed 5/216:30 amKIN - ORD
2 stops10h 59mAmerican Airlines
Deal found 3/30$437
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2812:48 pmMDW - KIN
1 stop7h 12mDelta
Mon 5/59:00 amKIN - MDW
1 stop8h 59mDelta
Deal found 3/29$443
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/149:39 amORD - KIN
1 stop10h 21mDelta
Wed 5/219:00 amKIN - ORD
1 stop8h 11mDelta
Deal found 3/30$443
This Booking.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/246:15 pmORD - KIN
2 stops42h 20mMultiple Airlines
Sat 5/311:34 pmKIN - ORD
1 stop10h 31mMultiple Airlines
Deal found 3/30$461
This JetBlue deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:00 amORD - KIN
1 stop12h 34mJetBlue
Mon 9/2912:59 amKIN - ORD
1 stop11h 41mJetBlue
Deal found 3/31$662
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:05 pmORD - KIN
2 stops16h 48mUnited Airlines
Sun 5/42:57 pmKIN - ORD
2 stops16h 37mUnited Airlines
Deal found 3/30$793
This Air Canada deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:20 pmORD - KIN
2 stops42h 15mAir Canada
Wed 12/312:35 pmKIN - ORD
2 stops19h 02mAir Canada
Deal found 3/30$1,688
This WestJet deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:50 pmORD - KIN
2 stops44h 51mWestJet
Tue 12/304:35 pmKIN - ORD
2 stops29h 19mWestJet
Deal found 3/30$3,693

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Kingston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Chicago to Kingston that are best for you.

Fly from

Chicago

Fly to

Kingston

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 5/14

5:05 am-12:29 pm

1 stop7h 24m

Kingston Norman Manley

Wed 5/21

1:34 pm-11:04 pm

1 stop9h 30m

$346

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 5/14

7:00 am-7:40 pm

2 stops12h 40m

Kingston Norman Manley

Wed 5/21

6:30 am-5:29 pm

2 stops10h 59m

$437

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Mon 4/28

12:48 pm-8:00 pm

1 stop7h 12m

Kingston Norman Manley

Mon 5/5

9:00 am-5:59 pm

1 stop8h 59m

$443

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 5/14

9:39 am-8:00 pm

1 stop10h 21m

Kingston Norman Manley

Wed 5/21

9:00 am-5:11 pm

1 stop8h 11m

$443

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 5/24

6:15 pm-12:35 pm

2 stops42h 20m

Kingston Norman Manley

Sat 5/31

1:34 pm-12:05 am

1 stop10h 31m

$461

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sat 9/27

6:00 am-6:34 pm

1 stop12h 34m

Kingston Norman Manley

Mon 9/29

12:59 am-12:40 pm

1 stop11h 41m

$662

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 5/1

9:05 pm-1:53 pm

2 stops16h 48m

Kingston Norman Manley

Sun 5/4

2:57 pm-7:34 am

2 stops16h 37m

$793

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 5/15

7:35 pm-12:29 pm

1 stop16h 54m

$149

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Thu 5/15

10:25 am-8:00 pm

1 stop9h 35m

$183

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 5/15

11:03 am-8:00 pm

1 stop8h 57m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 13 results
1
2

Compare providers for flights from Chicago to Kingston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Kingston in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Kingston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Kingston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Kingston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Kingston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Kingston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Kingston

What is the cheapest month to book a flight from Chicago to Kingston?

Currently, September is the cheapest month in which you can book a flight from Chicago to Kingston (average of $425). Flying from Chicago to Kingston in December is currently the most expensive (average of $613). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to KIN?

Find hourly flight availability from Chicago to Kingston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Kingston in the evening. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight in the afternoon.

Rainfall in Kingston by month

Plan your trip to Kingston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kingston ranges from 0.8 - 6.7 inches per month. October is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Kingston when rainfall is around 0.8 in.

Temperature in Kingston by month

Plan your trip to Kingston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kingston, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

Reviews of airlines servicing Kingston

Get insights into the airlines that provide service to Kingston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kingston. Reviews last updated March 31, 2025.
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,004 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Crew

8.5

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Kingston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kingston from Chicago?

    Located just 5.1 mi from the city center, Kingston Norman Manley is the airport most travelers will use when flying to Kingston from Chicago. Booking flights from Chicago to Norman Manley (KIN) should be relatively easy as there are 0 daily inbound flights from Chicago from 3 different airlines.

  • What are the cheapest airlines flying from Chicago to Kingston round-trip?

    Spirit Airlines, at $346, was found to be the cheapest airline from Chicago to Kingston.Alternate airlines to your destination round-trip include American Airlines and Delta. Users have found that Spirit Airlines is 39% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Kingston one-way?

    $149 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $183 and $216, respectively.

  • Can I find deals for flights from Chicago to Kingston that include hotel bookings?

    Yes. In addition to deals on Chicago to Kingston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Kingston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Kingston.

  • Can I find deals for business class flights from Chicago to Kingston?

    Yes. Cheapflights offers flight deals from Chicago to Kingston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Kingston?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Kingston (average of $425). Flying from Chicago to Kingston in December is currently the most expensive (average of $613). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Chicago to Kingston

Discover the top 3 airlines that operate flights from Chicago to Kingston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$577FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$310Average$394FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$450Average$661FlexibilityNo cancel feeOn-time71%
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