HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kingston

$178+ Cheap flights from Illinois 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — KIN
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Kingston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Kingston

Cheapest flights from Illinois to Kingston
Explore the most affordable flight options available from Illinois to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This KAYAK deal was found by Cheapflights users on 12/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amORD - KIN
1 stop6h 14mSpirit Airlines
Fri 1/91:17 pmKIN - ORD
1 stop8h 46mSpirit Airlines
Deal found 12/22$592
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/319:50 amORD - KIN
1 stop12h 01mAmerican Airlines
Fri 1/97:00 amKIN - ORD
1 stop13h 22mAmerican Airlines
Deal found 12/21$707
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:10 amORD - KIN
1 stop24h 58mMultiple Airlines
Tue 12/3011:00 amKIN - ORD
2 stops22h 31mMultiple Airlines
Deal found 12/21$768
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Wed 12/245:45 amORD - KIN
1 stop26h 08mMultiple Airlines
Tue 12/302:55 pmKIN - ORD
1 stop25h 15mMultiple Airlines
Deal found 12/20$770
This Air Canada deal was found by Cheapflights users on 12/21. 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.
Tue 12/308:30 pmORD - KIN
1 stop16h 15mAir Canada
Wed 1/72:55 pmKIN - ORD
1 stop19h 18mAir Canada
Deal found 12/21$776
This Delta deal was found by Cheapflights users on 12/21. 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.
Thu 12/251:22 pmORD - KIN
1 stop5h 34mDelta
Tue 12/309:00 amKIN - ORD
1 stop7h 13mDelta
Deal found 12/21$780
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/295:05 amSTL - KIN
1 stop16h 46mAmerican Airlines
Mon 1/56:00 pmKIN - STL
1 stop16h 08mAmerican Airlines
Deal found 12/22$799
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Thu 12/257:11 amORD - KIN
2 stops8h 58mAmerican Airlines
Tue 12/306:25 amKIN - ORD
2 stops10h 40mAmerican Airlines
Deal found 12/21$805
This Delta deal was found by Cheapflights users on 12/20. 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.
Wed 12/249:50 amMDW - KIN
1 stop9h 06mDelta
Wed 12/319:00 amKIN - MDW
1 stop14h 22mDelta
Deal found 12/20$1,029
This Mytrip deal was found by Cheapflights users on 12/22. 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.
Mon 12/299:50 amSTL - KIN
3 stops25h 24mMultiple Airlines
Mon 1/52:00 pmKIN - STL
2 stops21h 56mMultiple Airlines
Deal found 12/22$1,094
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/296:00 amSTL - KIN
2 stops31h 02mUnited Airlines
Mon 1/53:00 pmKIN - STL
2 stops43h 22mUnited Airlines
Deal found 12/22$1,225
This Delta deal was found by Cheapflights users on 12/20. 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.
Fri 12/266:00 amMDW - KIN
1 stop12h 56mDelta
Tue 1/69:00 amKIN - MDW
1 stop8h 29mDelta
Deal found 12/20$1,261

Find flight deals from Illinois to Kingston

Keep the following information in mind while searching for Illinois to Kingston flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$333
(Expedia)

One-way from

$178
(Delta)

Popular in

November

Cheapest in

February

Average price

$758
Provider with most accurate pricing for Chicago (CHI)-Kingston Norman Manley flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Kingston Norman Manley flights.
Search Deals
From Illinois to Kingston Norman Manley
Search Deals
One-way flight from Illinois to Kingston Norman Manley
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($198 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 December 23, 2025.
Use the filters below to find and compare flights from Illinois to Kingston that are best for you.

Fly from

Illinois

Fly to

Kingston

Route

Depart

Return

Price

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 1/26

5:15 am-12:12 pm

1 stop5h 57m

Kingston Norman Manley

Fri 1/30

1:17 pm-11:22 am

1 stop23h 05m

$333

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 2/18

6:02 pm-12:15 pm

2 stops17h 13m

Kingston Norman Manley

Sun 2/22

1:17 pm-11:22 am

1 stop23h 05m

$383

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Thu 1/15

8:43 pm-12:12 pm

1 stop14h 29m

Kingston Norman Manley

Mon 1/19

1:17 pm-11:47 am

2 stops23h 30m

$422

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Mon 2/9

5:15 am-12:12 pm

1 stop5h 57m

Kingston Norman Manley

Thu 2/19

1:17 pm-7:54 am

2 stops19h 37m

$423

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Wed 2/18

10:19 am-12:15 pm

2 stops24h 56m

Kingston Norman Manley

Sun 2/22

1:17 pm-7:54 am

2 stops19h 37m

$431

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Sun 3/1

8:16 pm-12:15 pm

1 stop14h 59m

Kingston Norman Manley

Thu 3/5

1:17 pm-9:13 pm

1 stop8h 56m

$438

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Mon 3/2

12:45 pm-8:00 pm

1 stop6h 15m

Kingston Norman Manley

Thu 3/5

9:00 am-5:45 pm

1 stop9h 45m

$445

ChicagoKingston

ORD - KIN

ORDKIN

Chicago O'Hare Intl

Tue 1/13

7:00 am-2:03 pm

1 stop6h 03m

Kingston Norman Manley

Fri 1/16

7:00 am-7:22 pm

1 stop13h 22m

$445

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Fri 2/27

6:00 am-8:00 pm

1 stop13h 00m

Kingston Norman Manley

Thu 3/5

9:00 am-5:45 pm

1 stop9h 45m

$445

ChicagoKingston

MDW - KIN

MDWKIN

Chicago Midway

Mon 1/26

12:48 pm-8:00 pm

1 stop6h 12m

Kingston Norman Manley

Fri 1/30

9:00 am-5:29 pm

1 stop9h 29m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 44 results
1
2
3
...
5

Best time to book a flight from Illinois to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from Illinois 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 Illinois to Kingston

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Kingston (average of $193). Flying from Illinois to Kingston in March is currently the most expensive (average of $408). 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 IL to KIN?

Find hourly flight availability from Illinois 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 December 23, 2025.

It’s optimal to fly from Illinois to Kingston in the evening. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight in the morning.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    For a flight from Illinois to Kingston, you will be flying into Norman Manley. Kingston Norman Manley (KIN) is just 5.1 mi from the center of the city.

  • How long is the flight from Illinois to Kingston?

    Departing from Illinois to Kingston will take you 5h 57m. There are 1785 mi between Illinois and Kingston. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Illinois to Kingston?

    The most popular flight routes from Illinois to Kingston are Chicago O'Hare Intl - Kingston Norman Manley, Chicago Midway - Kingston Norman Manley and Lambert-St Louis - Kingston Norman Manley.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Kingston?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Kingston (average of $193). Flying from Illinois to Kingston in March is currently the most expensive (average of $408). 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

Traveling to a place near Kingston?

Book flights to Kingston if you plan to visit one of these locations
Port Antonio

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Kingston

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Montego Bay flights
Newark to Montego Bay flights
John F Kennedy Intl to Kingston flights
Atlanta to Montego Bay flights
LaGuardia to Montego Bay flights
Dulles Intl to Montego Bay flights
Fort Lauderdale to Kingston flights
O'Hare Intl to Montego Bay flights
Baltimore to Montego Bay flights
Philadelphia to Montego Bay flights
Fort Lauderdale to Montego Bay flights
Boston to Montego Bay flights
Orlando to Montego Bay flights
Newark to Kingston flights
Dallas/Fort Worth to Montego Bay flights
LaGuardia to Kingston flights
Minneapolis to Montego Bay flights
Reagan-National to Montego Bay flights
Charlotte to Montego Bay flights
Detroit to Montego Bay flights
Raleigh to Montego Bay flights
Miami to Montego Bay flights
Hobby to Montego Bay flights
San Francisco to Montego Bay flights
Atlanta to Kingston flights
George Bush Intcntl to Montego Bay flights
Midway to Montego Bay flights
Richmond to Montego Bay flights
Los Angeles to Montego Bay flights
Miami to Kingston flights
Reagan-National to Kingston flights
Boston to Kingston flights
Baltimore to Kingston flights
Denver to Montego Bay flights
Seattle to Montego Bay flights
Dulles Intl to Kingston flights
Tampa to Montego Bay flights
Hartford to Montego Bay flights
Las Vegas to Montego Bay flights
Cleveland to Montego Bay flights
Seattle to Kingston flights
Columbus to Montego Bay flights
Sky Harbor Intl to Montego Bay flights
Pittsburgh to Montego Bay flights
Kansas City to Montego Bay flights
O'Hare Intl to Kingston flights
Orlando to Kingston flights
Raleigh to Kingston flights
Austin to Montego Bay flights
Grand Rapids to Montego Bay flights

Top 3 airlines flying from Illinois to Kingston

Discover the top 3 airlines that operate flights from Illinois 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$304Average$398FlexibilityNo cancel feeOn-time65%
DeltaCheapest$369Average$706FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$433Average$616FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.