How long is the flight from Kingston to Chicago?

Spirit Airlines can get you from Kingston to Chicago in just under 7h 21m. Your travel time can differ by up to . There are 1785 mi between Kingston and Chicago.

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

Cheapflights users have booked flights from Kingston to Chicago round-trip from $316. Another airline that can offer you cheap pricing is American Airlines. Spirit Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kingston to Chicago as you normally would.

Most accurate provider : When it comes to deals on Kingston-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Kingston-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Kingston-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Kingston-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Kingston-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

For a flight from Kingston to Chicago, you will be flying from Norman Manley. Kingston Norman Manley (KIN) is just 5.1 mi from the center of the city. Norman Manley is the only Kingston airport and it handles 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Kingston Norman Manley on a regular basis.

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

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

How can I find direct flights from Kingston to Chicago?

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

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

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

$226+ Flights from Kingston to Chicago

Q: How much does it cost to fly round-trip from Kingston to Chicago?

Airfare is below average for this route at the moment. Kingston to Chicago flights typically cost between $455 and $528 in January. The cheapest round-trip price found within the last 3 days was $318 on Multiple Airlines (Jan 15-Jan 21).

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Cheap flight deals from Kingston to Chicago

Cheapest flights from Kingston to Chicago
Explore the most affordable flight options available from Kingston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.

Wed 12/315:01 amKIN - ORD

2 stops38h 45mMultiple Airlines

Sun 1/46:00 pmORD - KIN

2 stops42h 45mMultiple Airlines

Deal found 12/28

$590

Wed 12/3110:26 amKIN - ORD

2 stops33h 20mJetBlue

Sun 1/46:45 amORD - KIN

1 stop12h 25mJetBlue

Deal found 12/28

$695

Wed 12/316:25 amKIN - ORD

1 stop10h 47mAmerican Airlines

Sun 1/48:30 amORD - KIN

1 stop13h 21mAmerican Airlines

Deal found 12/28

$743

Best flights from Kingston to Chicago
Discover carefully curated flight deals from Kingston to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 30, 2025.

Thu 1/151:17 pmKIN - ORD

1 stop8h 40mMultiple Airlines

Wed 1/215:32 pmORD - KIN

1 stop17h 40mMultiple Airlines

Deal found 12/29

$318

Fri 1/161:17 pmKIN - ORD

1 stop7h 21mSpirit Airlines

Sun 2/85:32 pmORD - KIN

1 stop17h 40mSpirit Airlines

Deal found 12/29

$328

Fri 2/139:00 amKIN - ORD

1 stop13h 01mDelta

Fri 2/206:30 amORD - KIN

2 stops12h 30mDelta

Deal found 12/29

$400

Fri 2/137:32 amKIN - ORD

1 stop11h 56mAmerican Airlines

Fri 2/206:01 amORD - KIN

1 stop7h 28mAmerican Airlines

Deal found 12/29

$409

Thu 2/121:17 pmKIN - ORD

1 stop11h 07mMultiple Airlines

Thu 2/1912:44 pmORD - KIN

2 stops22h 31mMultiple Airlines

Deal found 12/29

$343

Fri 1/161:17 pmKIN - ORD

1 stop11h 29mMultiple Airlines

Sun 2/83:00 pmORD - KIN

1 stop20h 12mMultiple Airlines

Deal found 12/29

$348

Fri 2/61:17 pmKIN - ORD

1 stop11h 30mSpirit Airlines

Mon 2/165:15 amORD - KIN

1 stop6h 00mSpirit Airlines

Deal found 12/28

$385

Thu 2/129:00 amKIN - ORD

2 stops12h 44mDelta

Thu 2/1910:35 amORD - KIN

2 stops8h 25mDelta

Deal found 12/29

$400

Wed 5/137:00 amKIN - ORD

1 stop11h 34mAmerican Airlines

Tue 5/265:00 amORD - KIN

1 stop14h 39mAmerican Airlines

Deal found 12/28

$409

Last-minute flights from Kingston to Chicago
Discover last-minute flight deals from Kingston to Chicago. Data last updated December 30, 2025 and is based on user searches.

Wed 12/315:01 amKIN - ORD

2 stops38h 45mMultiple Airlines

Sun 1/46:00 pmORD - KIN

2 stops42h 45mMultiple Airlines

Deal found 12/28

$590

Wed 12/3110:26 amKIN - ORD

2 stops33h 20mJetBlue

Sun 1/46:45 amORD - KIN

1 stop12h 25mJetBlue

Deal found 12/28

$695

Wed 12/316:25 amKIN - ORD

1 stop10h 47mAmerican Airlines

Sun 1/48:30 amORD - KIN

1 stop13h 21mAmerican Airlines

Deal found 12/28

$743

Thu 1/151:17 pmKIN - ORD

1 stop8h 40mMultiple Airlines

Wed 1/215:32 pmORD - KIN

1 stop17h 40mMultiple Airlines

Deal found 12/29

$318

Thu 1/159:00 amKIN - ORD

2 stops13h 05mDelta

Wed 1/216:50 amORD - KIN

2 stops12h 10mDelta

Deal found 12/29

$484

Fri 1/161:17 pmKIN - ORD

1 stop7h 21mSpirit Airlines

Sun 2/85:32 pmORD - KIN

1 stop17h 40mSpirit Airlines

Deal found 12/29

$328

Fri 1/161:17 pmKIN - ORD

1 stop11h 29mMultiple Airlines

Sun 2/83:00 pmORD - KIN

1 stop20h 12mMultiple Airlines

Deal found 12/29

$348

Fri 1/161:39 pmKIN - ORD

2 stops11h 05mAmerican Airlines

Sun 2/811:29 amORD - KIN

2 stops8h 47mAmerican Airlines

Deal found 12/29

$497

One-way flights from Kingston to Chicago
Search for one-way flight options from Kingston to Chicago. Find affordable one-way fares based on user searches. Data last updated December 30, 2025.

Mon 2/21:17 pmKIN - ORD

1 stop23h 05mSpirit Airlines

Deal found 12/28

$226

Sun 1/251:17 pmKIN - ORD

2 stops26h 28mMultiple Airlines

Deal found 12/28

$263

Thu 1/151:17 pmKIN - ORD

1 stop8h 46mSpirit Airlines

Deal found 12/29

$264

Tue 5/512:00 pmKIN - ORD

1 stop11h 41mSpirit Airlines

Deal found 12/28

$265

Tue 5/57:00 amKIN - ORD

2 stops14h 20mAmerican Airlines

Deal found 12/28

$276

Wed 5/612:00 pmKIN - ORD

2 stops19h 59mSpirit Airlines

Deal found 12/28

$280

Mon 2/21:17 pmKIN - ORD

3 stops20h 01mMultiple Airlines

Deal found 12/28

$287

Thu 1/159:00 amKIN - ORD

2 stops13h 05mDelta

Deal found 12/29

$351

Sun 1/251:39 pmKIN - ORD

2 stops9h 55mAmerican Airlines

Deal found 12/28

$409

Mon 1/53:00 pmKIN - ORD

1 stop10h 24mUnited Airlines

Deal found 12/28

$497

Find flight deals from Kingston to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$318 (Kiwi.com)
One-way from	$226 (Kiwi.com)
Popular in	April
Cheapest in	March
Average price	$633

Provider with most accurate pricing for Kingston Norman Manley-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Kingston Norman Manley-Chicago (CHI) flights.

Search Deals

From Kingston Norman Manley to Chicago (CHI)

Search Deals

One-way flight from Kingston Norman Manley to Chicago (CHI)

Search Deals

High demand for flights, 3% potential price rise

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 1/15

1:17 pm-8:57 pm

1 stop8h 40m

Chicago O'Hare Intl

Wed 1/21

5:32 pm-12:12 pm

1 stop17h 40m

$318

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 1/16

1:17 pm-7:38 pm

1 stop7h 21m

Chicago O'Hare Intl

Sun 2/8

5:32 pm-12:12 pm

1 stop17h 40m

$328

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 2/12

1:17 pm-11:24 pm

1 stop11h 07m

Chicago O'Hare Intl

Thu 2/19

12:44 pm-12:15 pm

2 stops22h 31m

$343

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 1/16

1:17 pm-11:46 pm

1 stop11h 29m

Chicago O'Hare Intl

Sun 2/8

3:00 pm-12:12 pm

1 stop20h 12m

$348

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 2/6

1:17 pm-11:47 pm

1 stop11h 30m

Chicago O'Hare Intl

Mon 2/16

5:15 am-12:15 pm

1 stop6h 00m

$385

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 2/13

9:00 am-9:01 pm

1 stop13h 01m

Chicago O'Hare Intl

Fri 2/20

6:30 am-8:00 pm

2 stops12h 30m

$400

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Thu 2/12

9:00 am-8:44 pm

2 stops12h 44m

Chicago O'Hare Intl

Thu 2/19

10:35 am-8:00 pm

2 stops8h 25m

$400

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Fri 2/13

7:32 am-6:28 pm

1 stop11h 56m

Chicago O'Hare Intl

Fri 2/20

6:01 am-2:29 pm

1 stop7h 28m

$409

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/13

7:00 am-6:34 pm

1 stop11h 34m

Chicago O'Hare Intl

Tue 5/26

5:00 am-7:39 pm

1 stop14h 39m

$409

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Mon 2/2

1:17 pm-11:47 am

2 stops23h 30m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 15 results

Compare providers for flights from Kingston to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Kingston to Chicago in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust 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 Kingston-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Kingston-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Kingston-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Kingston-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Kingston-Chicago 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 Kingston to Chicago

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

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

Currently, October is the cheapest month in which you can book a flight from Kingston to Chicago (average of $289). Flying from Kingston to Chicago in March is currently the most expensive (average of $477). 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.

How much does it cost to fly round-trip from Kingston to Chicago?

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta and American Airlines from Kingston to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

8,017 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Delta

7.9

Good

8,017 reviews

Delta

7.9

Good

8,017 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

American Airlines

7.2

Good

11,073 reviews

Delta

7.9

Good

8,017 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

Related info for your journey

What airport do you fly from for flights from Kingston to Chicago?
For a flight from Kingston to Chicago, you will be flying from Norman Manley. Kingston Norman Manley (KIN) is just 5.1 mi from the center of the city. Norman Manley is the only Kingston airport and it handles 0 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Kingston Norman Manley on a regular basis.
How long is the flight from Kingston to Chicago?
Spirit Airlines can get you from Kingston to Chicago in just under 7h 21m. Your travel time can differ by up to . There are 1785 mi between Kingston and Chicago.
What are the cheapest airlines flying from Kingston to Chicago round-trip?
Cheapflights users have booked flights from Kingston to Chicago round-trip from $316. Another airline that can offer you cheap pricing is American Airlines. Spirit Airlines is priced at 40% lower than the current average price of a flight leaving 3 months from now.
Can I find deals for flights from Kingston to Chicago that include hotel bookings?
Yes. In addition to deals on Kingston to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Kingston to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kingston to Chicago.
Can I find deals for business class flights from Kingston to Chicago?
Yes. Cheapflights offers flight deals from Kingston to Chicago 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 Kingston to Chicago?
Currently, October is the cheapest month in which you can book a flight from Kingston to Chicago (average of $289). Flying from Kingston to Chicago in March is currently the most expensive (average of $477). 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

Lansing

Merrillville

Hammond

Porter

Benton Harbor

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Top 2 airlines flying from Kingston to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$316	Average$406	FlexibilityNo cancel fee	On-time65%
American Airlines	Cheapest$415	Average$543	FlexibilityNo cancel fee	On-time71%

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$226+ Cheap flights from Kingston (KIN) to Chicago (CHI)

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Kingston to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Kingston to Chicago

Cheapest flights from Kingston to ChicagoExplore the most affordable flight options available from Kingston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.

Explore the most affordable flight options available from Kingston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.

Find flight deals from Kingston to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Kingston to Chicago that are best for you.

Compare providers for flights from Kingston to Chicago

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 Kingston to Chicago in December.

Best time to book a flight from Kingston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Kingston with our price prediction graph.

Cheapflights Insights

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

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

How much does it cost to fly round-trip from Kingston to Chicago?

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta and American Airlines from Kingston to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Kingston to Chicago. 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 from for flights from Kingston to Chicago?

How long is the flight from Kingston to Chicago?

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

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

How can I find direct flights from Kingston to Chicago?

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

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

Traveling to a place near Chicago?

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Alternative routes for Kingston to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Kingston to Chicago

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Cheapest flights from Kingston to Chicago
Explore the most affordable flight options available from Kingston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2025.