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$107+ 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — KIN
févr. 25 — mars 41
mar. 2/25
mar. 3/4
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 février 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$286
(FlightHub)

One-way from

$107
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$394
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. 15% potential increase in price ($103 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in February 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 février 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/256:25 pmORD - KIN
2 stops18h 03mSpirit Airlines
mar. 4/11:36 pmKIN - ORD
2 stops19h 08mSpirit Airlines
Deal found 2/20$286
This American Airlines deal was found by Cheapflights users on 2/20. 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.
sam. 3/82:50 pmORD - KIN
1 stop19h 34mAmerican Airlines
mer. 3/122:15 pmKIN - ORD
1 stop7h 15mAmerican Airlines
Deal found 2/20$369
This Delta deal was found by Cheapflights users on 2/19. 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.
jeu. 4/312:48 pmMDW - KIN
1 stop6h 05mDelta
mar. 4/88:00 amKIN - MDW
1 stop8h 12mDelta
Deal found 2/19$379
This JetBlue deal was found by Cheapflights users on 2/19. 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.
mer. 3/511:44 amORD - KIN
1 stop11h 27mJetBlue
dim. 3/91:36 amKIN - ORD
1 stop9h 23mJetBlue
Deal found 2/19$492
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/245:00 amORD - KIN
1 stop6h 21mMultiple Airlines
lun. 3/102:58 pmKIN - ORD
1 stop22h 44mMultiple Airlines
Deal found 2/20$500
This Delta deal was found by Cheapflights users on 2/20. 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.
mar. 3/256:45 amORD - KIN
2 stops13h 15mDelta
ven. 4/48:00 amKIN - ORD
2 stops12h 45mDelta
Deal found 2/20$570
This Air Canada deal was found by Cheapflights users on 2/19. 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.
jeu. 7/178:25 pmORD - KIN
1 stop17h 40mAir Canada
lun. 7/213:05 pmKIN - ORD
2 stops18h 49mAir Canada
Deal found 2/19$695
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/116:36 pmMDW - KIN
3 stops41h 52mMultiple Airlines
sam. 3/151:36 pmKIN - MDW
3 stops28h 00mMultiple Airlines
Deal found 2/20$758
This United Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 3/113:09 pmORD - KIN
1 stop22h 43mUnited Airlines
lun. 3/172:58 pmKIN - ORD
1 stop22h 44mUnited Airlines
Deal found 2/20$783
This WestJet deal was found by Cheapflights users on 2/20. 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.
mer. 9/35:30 pmORD - KIN
2 stops44h 58mWestJet
sam. 9/63:30 pmKIN - ORD
2 stops25h 13mWestJet
Deal found 2/20$785
This WestJet deal was found by Cheapflights users on 2/20. 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.
lun. 2/241:26 pmMDW - KIN
2 stops25h 14mWestJet
lun. 3/103:35 pmKIN - MDW
2 stops26h 43mWestJet
Deal found 2/20$3,255

Find flights from Chicago to Kingston within your budget

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 février 20, 2025.

Fly from

Chicago

Fly to

Kingston

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

mar. 3/25

6:25 pm-12:28 pm

2 stops18h 03m

Kingston Norman Manley

mar. 4/1

1:36 pm-8:44 am

2 stops19h 08m

$286

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

sam. 3/8

2:50 pm-11:24 am

1 stop19h 34m

Kingston Norman Manley

mer. 3/12

2:15 pm-9:30 pm

1 stop7h 15m

$369

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

jeu. 4/3

12:48 pm-6:53 pm

1 stop6h 05m

Kingston Norman Manley

mar. 4/8

8:00 am-4:12 pm

1 stop8h 12m

$379

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

mer. 3/5

11:44 am-12:11 am

1 stop11h 27m

Kingston Norman Manley

dim. 3/9

1:36 am-10:59 am

1 stop9h 23m

$492

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

lun. 2/24

5:00 am-12:21 pm

1 stop6h 21m

Kingston Norman Manley

lun. 3/10

2:58 pm-1:42 pm

1 stop22h 44m

$500

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

mar. 3/25

6:45 am-8:00 pm

2 stops13h 15m

Kingston Norman Manley

ven. 4/4

8:00 am-8:45 pm

2 stops12h 45m

$570

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

mar. 3/11

6:36 pm-12:28 pm

3 stops41h 52m

Kingston Norman Manley

sam. 3/15

1:36 pm-5:36 pm

3 stops28h 00m

$758

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

mar. 3/11

3:09 pm-1:52 pm

1 stop22h 43m

Kingston Norman Manley

lun. 3/17

2:58 pm-1:42 pm

1 stop22h 44m

$783

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

lun. 2/24

1:26 pm-3:40 pm

2 stops25h 14m

Kingston Norman Manley

lun. 3/10

3:35 pm-6:18 pm

2 stops26h 43m

$3,255

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

sam. 5/10

6:34 pm-11:16 am

1 stop16h 42m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 14 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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.

Travel insights for flights from Chicago to Kingston

Get recent, data-driven insights about flights from Chicago to Kingston including ideal travel times, pricing trends, and more.

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 février 20, 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 février 20, 2025.
To help decide which airline to fly from Chicago to Kingston, see what other customers have to say about Delta, JetBlue and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

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
7.4
Good
3,070 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

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
8,220 reviews

Crew

8.5

Boarding

8.2

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
8,748 reviews
Delta
8.0
Very good
8,220 reviews

Crew

8.5

Boarding

8.2

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 $286, was found to be the cheapest airline from Chicago to Kingston.Alternate airlines to your destination round-trip include Delta and JetBlue. Users have found that Spirit Airlines is 50% cheaper than the other options available to this destination.

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

    $107 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 American Airlines and Delta, with prices starting from $212 and $342, 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.

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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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$310Average$382FlexibilityNo cancel feeOn-time65%
DeltaCheapest$368Average$529FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$450Average$658FlexibilityNo cancel feeOn-time71%
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