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

Cheapflights users have booked flights from Kingston to Chicago round-trip from $320. Other airlines that can offer you cheap pricing are Delta, from $382, and American Airlines, from $396. Spirit Airlines is priced at 33% lower than the current average price of a flight leaving 3 months from now.

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

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $215. Users have also found prices from $252 and $261 on Delta and American Airlines, respectively.

What is the cheapest day to fly from Kingston to Chicago?

Travelers seeking maximum savings on their Kingston to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Kingston to Chicago?

American Airlines, Delta and Spirit Airlines are the most popular airlines when flying from Kingston to Chicago.

What is the cheapest day to fly round-trip from Kingston to Chicago?

Flying to your destination on a Saturday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

What is the cheapest month to fly from Kingston to Chicago?

The best pricing can be found in the month of October. Prices to Chicago from Kingston average $479. You can even find prices in October for less than $479, as users have found deals to Chicago from as low as $333. The month of April appears to be one of the more expensive times to travel to Chicago from Kingston. Flying in the targeted month can save you up to 45%.

Most accurate provider : When it comes to deals on Kingston-Chicago flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Kingston-Chicago flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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. 3 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.

$215+ Flights from Kingston to Chicago - Compare & Save Big

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Cheap flight deals from Kingston to Chicago

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$320 (Priceline)
One-way from	$215 (Priceline)
Popular in	April
Cheapest in	October
Average price	$458

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

Highest demand for flights based on searches. 4% potential increase in price ($22 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in May 2025

Search Deals

Find 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 mai 1, 2025.

mer. 5/141:34 pmKIN - ORD

1 stop9h 30mSpirit Airlines

sam. 5/175:05 amORD - KIN

1 stop7h 24mSpirit Airlines

Deal found 4/30

$320

sam. 6/149:00 amKIN - ORD

2 stops11h 11mDelta

sam. 6/217:05 amORD - KIN

2 stops12h 55mDelta

Deal found 4/29

$382

mar. 6/106:00 amKIN - ORD

2 stops9h 48mAmerican Airlines

mar. 6/176:00 amORD - KIN

1 stop13h 55mAmerican Airlines

Deal found 4/30

$396

mar. 6/104:50 pmKIN - ORD

3 stops27h 17mMultiple Airlines

mar. 6/1711:50 amORD - KIN

2 stops24h 38mMultiple Airlines

Deal found 4/30

$576

ven. 6/131:06 amKIN - ORD

1 stop9h 07mJetBlue

sam. 6/2111:13 amORD - KIN

1 stop12h 03mJetBlue

Deal found 4/29

$784

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 mai 1, 2025.

mer. 5/141:34 pmKIN - ORD

1 stop9h 30mSpirit Airlines

sam. 5/175:05 amORD - KIN

1 stop7h 24mSpirit Airlines

Deal found 4/30

$320

sam. 6/149:00 amKIN - ORD

2 stops11h 11mDelta

sam. 6/217:05 amORD - KIN

2 stops12h 55mDelta

Deal found 4/29

$382

mar. 6/106:00 amKIN - ORD

2 stops9h 48mAmerican Airlines

mar. 6/176:00 amORD - KIN

1 stop13h 55mAmerican Airlines

Deal found 4/30

$396

mar. 6/104:50 pmKIN - ORD

3 stops27h 17mMultiple Airlines

mar. 6/1711:50 amORD - KIN

2 stops24h 38mMultiple Airlines

Deal found 4/30

$576

ven. 6/131:06 amKIN - ORD

1 stop9h 07mJetBlue

sam. 6/2111:13 amORD - KIN

1 stop12h 03mJetBlue

Deal found 4/29

$784

Last-minute flights from Kingston to Chicago
Discover last-minute flight deals from Kingston to Chicago. Data last updated mai 1, 2025 and is based on user searches.

ven. 5/212:46 pmKIN - ORD

2 stops11h 03mAmerican Airlines

mer. 5/79:45 amORD - KIN

2 stops9h 55mAmerican Airlines

Deal found 4/30

$606

mer. 5/141:34 pmKIN - ORD

1 stop9h 30mSpirit Airlines

sam. 5/175:05 amORD - KIN

1 stop7h 24mSpirit Airlines

Deal found 4/30

$320

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 mai 1, 2025.

mer. 5/141:34 pmKIN - ORD

1 stop9h 30mSpirit Airlines

Deal found 4/30

$215

dim. 6/159:00 amKIN - ORD

1 stop9h 49mDelta

Deal found 4/30

$252

ven. 6/136:00 amKIN - ORD

2 stops11h 23mAmerican Airlines

Deal found 4/30

$261

jeu. 6/121:06 amKIN - ORD

1 stop9h 07mJetBlue

Deal found 4/30

$554

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

mer. 5/14

1:34 pm-11:04 pm

1 stop9h 30m

Chicago O'Hare Intl

sam. 5/17

5:05 am-12:29 pm

1 stop7h 24m

$320

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

sam. 6/14

9:00 am-8:11 pm

2 stops11h 11m

Chicago O'Hare Intl

sam. 6/21

7:05 am-8:00 pm

2 stops12h 55m

$382

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

mar. 6/10

6:00 am-3:48 pm

2 stops9h 48m

Chicago O'Hare Intl

mar. 6/17

6:00 am-7:55 pm

1 stop13h 55m

$396

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

mar. 6/10

4:50 pm-8:07 pm

3 stops27h 17m

Chicago O'Hare Intl

mar. 6/17

11:50 am-12:28 pm

2 stops24h 38m

$576

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

ven. 6/13

1:06 am-10:13 am

1 stop9h 07m

Chicago O'Hare Intl

sam. 6/21

11:13 am-11:16 pm

1 stop12h 03m

$784

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

mer. 5/14

1:34 pm-11:04 pm

1 stop9h 30m

$215

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

dim. 6/15

9:00 am-6:49 pm

1 stop9h 49m

$252

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

ven. 6/13

6:00 am-5:23 pm

2 stops11h 23m

$261

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

jeu. 6/12

1:06 am-10:13 am

1 stop9h 07m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 May.

Provider	Price Accuracy	Trust Score*
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
Expedia	Price Accuracy1 star	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy3 stars	Trust Score*3 stars
OneTravel	Price Accuracy2 stars	Trust Score*3 stars
Justfly.com	Price Accuracy3 stars	Trust Score*2 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*2 stars

*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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Kingston-Chicago flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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, August is the cheapest month in which you can book a flight from Kingston to Chicago (average of $245). Flying from Kingston to Chicago in March is currently the most expensive (average of $321). 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 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.

Rainfall in Chicago by month

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.

Temperature in Chicago by month

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).

Reviews of airlines servicing Chicago

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

7,934 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

JetBlue

7.3

Good

2,924 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Spirit Airlines

6.3

Okay

7,963 reviews

Delta

8.0

Very good

7,934 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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. 3 airlines have flights to Chicago from Kingston Norman Manley on a regular basis.
What are the cheapest airlines flying from Kingston to Chicago round-trip?
Cheapflights users have booked flights from Kingston to Chicago round-trip from $320. Other airlines that can offer you cheap pricing are Delta, from $382, and American Airlines, from $396. Spirit Airlines is priced at 33% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Kingston to Chicago one-way?
For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $215. Users have also found prices from $252 and $261 on Delta and American Airlines, respectively.
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, August is the cheapest month in which you can book a flight from Kingston to Chicago (average of $245). Flying from Kingston to Chicago in March is currently the most expensive (average of $321). 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

Merrillville

Hammond

Benton Harbor

Porter

Lansing

Valparaiso

Chesterton

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Top 3 airlines flying from Kingston to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$310	Average$406	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$322	Average$411	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$392	Average$602	FlexibilityNo cancel fee	On-time71%

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$215+ 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 5/14. 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

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find 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 mai 1, 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 mai 1, 2025.

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 May.

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?

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

Find hourly flight availability from Kingston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mai 1, 2025.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated mai 1, 2025.

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?

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

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

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 Kingston?

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Alternative routes for Kingston to Chicago

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Top 3 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 mai 1, 2025.