HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Jamaica to Chicago (CHI) from $147

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. Click the price to replicate the search for this deal.
MBJ — CHI
May 12 — May 191
From?
To?
Sun 5/12
Sun 5/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Flights from Jamaica to Chicago lean towards being more expensive in January. Prices are generally better when you fly from Jamaica to Chicago in April, with the cheapest ticket starting at $213.

When is the cheapest time to fly from Jamaica to Chicago (JM - CHI)?

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

Cheap American Airlines flights from Jamaica to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Jamaica and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Take a look at some of the lowest-priced American Airlines flights heading from Jamaica to Chicago. Make sure to check back often as deals are often changing.
Wed 5/152:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Mon 9/28:45 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 5/6$357
Wed 5/152:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Wed 9/47:09 amORD - MBJ
1 stop6h 55mAmerican Airlines
Deal found 5/6$362
Wed 5/152:55 pmMBJ - ORD
1 stop9h 04mAmerican Airlines
Mon 9/25:01 amORD - MBJ
1 stop6h 49mAmerican Airlines
Deal found 5/6$370
Wed 5/1510:35 amMBJ - ORD
1 stop9h 04mAmerican Airlines
Mon 9/26:47 amORD - MBJ
1 stop6h 17mAmerican Airlines
Deal found 5/7$372
Thu 7/182:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Sun 7/288:45 amORD - MBJ
Nonstop3h 55mAmerican Airlines
Deal found 5/6$417
Wed 7/102:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Tue 9/108:20 amORD - MBJ
1 stop6h 39mAmerican Airlines
Deal found 5/6$420
Sat 5/182:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Sun 9/18:45 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 5/5$422
Wed 7/102:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Tue 9/105:30 amORD - MBJ
1 stop9h 29mAmerican Airlines
Deal found 5/7$423
Sat 5/182:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Sun 9/17:25 amORD - MBJ
1 stop8h 30mAmerican Airlines
Deal found 5/5$425

Cheap Spirit Airlines flights from Jamaica to Chicago

Explore cheap flight options specifically provided by Spirit Airlines for the route between Jamaica and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Some of the lowest-priced Spirit Airlines flights we've found at this time heading from Jamaica to Chicago. Deals frequently update to provide users with more options.
Fri 5/3112:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$225
Fri 5/311:05 pmMBJ - ORD
2 stops20h 50mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$260
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$266
Fri 5/311:05 pmMBJ - ORD
3 stops31h 30mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$282
Thu 5/1612:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Tue 5/215:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$306
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/6$326
Wed 6/512:46 pmMBJ - ORD
1 stop10h 07mSpirit Airlines
Wed 6/125:05 amORD - MBJ
1 stop6h 36mSpirit Airlines
Deal found 5/6$331
Wed 5/2912:43 pmMBJ - ORD
1 stop27h 52mSpirit Airlines
Fri 6/144:20 pmORD - MBJ
1 stop19h 21mSpirit Airlines
Deal found 5/6$332
Sun 5/2612:26 pmKIN - ORD
1 stop11h 03mSpirit Airlines
Sun 6/26:40 pmORD - KIN
1 stop16h 45mSpirit Airlines
Deal found 5/6$336

Cheap Jamaica to Chicago flights in May & June 2024

Find cheap flight options from Jamaica to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 7, 2024.
Check out some of the best flight deals from Jamaica to Chicago in 2024. Check back in a little while for more flight options.
Tue 5/148:32 amMBJ - ORD
1 stop8h 55mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$192
Fri 5/3112:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$225
Tue 5/148:32 amMBJ - ORD
2 stops16h 27mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$237
Fri 5/311:05 pmMBJ - ORD
2 stops20h 50mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$260
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$266
Fri 5/311:05 pmMBJ - ORD
3 stops31h 30mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$282
Thu 5/1612:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Tue 5/215:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$306
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/6$326
Wed 6/512:46 pmMBJ - ORD
1 stop10h 07mSpirit Airlines
Wed 6/125:05 amORD - MBJ
1 stop6h 36mSpirit Airlines
Deal found 5/6$331

Jamaica to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Jamaica and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Check out some of the best flight deals from Jamaica to Chicago in 2024. Check back in a little while for more flight options.
Tue 5/148:32 amMBJ - ORD
1 stop8h 55mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$192
Fri 5/3112:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$225
Tue 5/148:32 amMBJ - ORD
2 stops16h 27mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$237
Fri 5/311:05 pmMBJ - ORD
2 stops20h 50mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$260
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$266
Fri 5/311:05 pmMBJ - ORD
3 stops31h 30mSpirit Airlines
Mon 6/35:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/5$282
Thu 5/1612:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Tue 5/215:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$306
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/6$326
Wed 7/103:56 pmMBJ - ORD
1 stop26h 38mFrontier
Tue 9/107:59 pmORD - MBJ
1 stop10h 58mFrontier
Deal found 5/6$330

Non-stop flights to Chicago from Jamaica

Discover non-stop flight options from Jamaica to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
For a quicker trip, book one of these direct flights from Jamaica to Chicago. Those looking to potentially save on 1 or 2-stop flights from Jamaica to Chicago should utilize the search form at the the top of the page.
Thu 7/182:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Sun 7/288:45 amORD - MBJ
Nonstop3h 55mAmerican Airlines
Deal found 5/6$417
Sat 5/182:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Sun 9/18:45 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 5/5$422
Fri 5/312:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Mon 6/39:10 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 5/5$702

Jamaica to Chicago flights leaving soon

Find last-minute flight options from Jamaica to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Check out these flights departing soon from Jamaica to Chicago. Tip: verify your flight details before completing your reservation.
Tue 5/148:32 amMBJ - ORD
1 stop8h 55mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$192
Tue 5/148:32 amMBJ - ORD
2 stops16h 27mFrontier
Tue 5/217:00 amORD - MBJ
1 stop6h 28mFrontier
Deal found 5/7$237
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$266
Thu 5/1612:45 pmMBJ - ORD
1 stop10h 44mSpirit Airlines
Tue 5/215:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/7$306
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Wed 9/45:00 amORD - MBJ
1 stop6h 41mSpirit Airlines
Deal found 5/6$326
Wed 5/152:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Mon 9/28:45 amORD - MBJ
Nonstop4h 00mAmerican Airlines
Deal found 5/6$357
Wed 5/152:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Wed 9/47:09 amORD - MBJ
1 stop6h 55mAmerican Airlines
Deal found 5/6$362
Wed 5/152:55 pmMBJ - ORD
1 stop9h 04mAmerican Airlines
Mon 9/25:01 amORD - MBJ
1 stop6h 49mAmerican Airlines
Deal found 5/6$370
Wed 5/1510:35 amMBJ - ORD
1 stop9h 04mAmerican Airlines
Mon 9/26:47 amORD - MBJ
1 stop6h 17mAmerican Airlines
Deal found 5/7$372

One-way flights to Chicago from Jamaica

Search for one-way flight options from Jamaica to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
If you're seeking multiple options on one-way flights from Jamaica to Chicago, be sure to check out these deals, which are updated often. Users can also find round-trip Jamaica to Chicago flights by using the search form above.
Tue 5/148:32 amMBJ - ORD
1 stop8h 55mFrontier
Deal found 5/7$147
Tue 5/148:32 amMBJ - MDW
1 stop10h 43mFrontier
Deal found 5/7$147
Wed 5/2912:43 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 5/7$175
Wed 5/158:32 amMBJ - ORD
1 stop8h 55mFrontier
Deal found 5/6$177
Tue 5/144:06 pmMBJ - ORD
2 stops31h 46mMultiple Airlines
Deal found 5/7$181
Wed 5/151:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Deal found 5/6$190
Wed 6/512:26 pmKIN - ORD
1 stop10h 27mSpirit Airlines
Deal found 5/7$207
Sun 6/212:45 pmMBJ - ORD
1 stop21h 10mSpirit Airlines
Deal found 5/6$207
Wed 5/221:01 pmMBJ - ORD
1 stop10h 51mSpirit Airlines
Deal found 5/7$211

Find flights from Jamaica to Chicago within your budget

Customize your flight search to find flights from Jamaica to Chicago 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 2,749,864 searches. Data last updated May 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$225 - $786

Route

Depart

Return

Price

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/31

1 stop10h 44m

Chicago O'Hare Intl

Mon 6/3

1 stop6h 41m

$225

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/31

2 stops20h 50m

Chicago O'Hare Intl

Mon 6/3

1 stop6h 41m

$260

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/31

3 stops31h 30m

Chicago O'Hare Intl

Mon 6/3

1 stop6h 41m

$282

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 7/10

1 stop26h 38m

Chicago O'Hare Intl

Tue 9/10

1 stop10h 58m

$330

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Wed 6/5

1 stop10h 07m

Chicago O'Hare Intl

Wed 6/12

1 stop6h 36m

$331

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Wed 7/10

1 stop28h 53m

Chicago Midway

Tue 9/10

1 stop9h 13m

$361

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 5/18

1 stop9h 03m

Chicago O'Hare Intl

Sun 9/1

1 stop10h 58m

$411

Montego Bay Sangster IntlChicago O'Hare Intl

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 7/18

Nonstop4h 30m

Chicago O'Hare Intl

Sun 7/28

Nonstop3h 55m

$417

Montego Bay Sangster IntlChicago Midway

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Fri 5/31

1 stop8h 56m

Chicago Midway

Mon 6/3

1 stop9h 34m

$786

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

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 May 7, 2024.
See what other customers who have flown with American Airlines, Spirit Airlines and Frontier from Jamaica to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Copa Airlines
8.0
Very good
2,769 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.6
Good
2,948 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,073 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,686 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Food

7.4

Boarding

8.2

Comfort

7.9

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

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

  • Can I find flights from Jamaica to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from Jamaica to Chicago for under $300. The cheapest flight booked recently is on Spirit Airlines for just $225, but on average you can expect to pay $356.

  • Are there nonstop flights from Jamaica to Chicago for under $500 on Cheapflights?

    Cheapflights has at least 3 direct flights from Jamaica to Chicago under $500. A good price for a nonstop flight from Jamaica to Chicago is less than $513.

  • Are there last-minute flights available from Jamaica to Chicago for under $200?

    There are currently 20+ open flights from Jamaica to Chicago within the next 7 days for less than $200.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $147. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Jamaica to Chicago for a low price.

  • What are the most popular routes from Jamaica to Chicago?

    The most popular flight routes from Jamaica to Chicago are Montego Bay Sangster Intl - Chicago O'Hare Intl, Kingston Norman Manley - Chicago O'Hare Intl and Montego Bay Sangster Intl - Chicago Midway.

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

    When booking a flight from Jamaica to Chicago, you may want to consider flying on American Airlines, Spirit Airlines or United Airlines as they are the most popular for this route.

  • What are the most reliable airlines from Jamaica to Chicago?

    The top 3 most reliable airlines when flying from Jamaica to Chicago are British Airways (67%), American Airlines (65%) and United Airlines (49%).

  • What are the cheapest flights from Jamaica to Chicago?

    Looking for the cheapest flight from Jamaica to Chicago? While on average our users pay $372, our data indicates the cheapest price to be $205. The most popular route (Montego Bay Sangster Intl - Chicago O'Hare Intl), is priced around $225.

  • What does MBJ to ORD mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Montego Bay Sangster Intl Airport to Chicago O'Hare Intl Airport flight would often be abbreviated as a MBJ to ORD flight. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Jamaica to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Jamaica to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Jamaica to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Jamaica to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jamaica 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.

  • Can I find deals for flights from Jamaica to Chicago that allow pets onboard?

    Many airlines flying from Jamaica to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Jamaica to Chicago?

    Yes, you can often find last-minute deals on Jamaica to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Jamaica to Chicago flight deals updated?

    The Jamaica to Chicago flight deals you see on this page were last updated on 5/7.

See more FAQs

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

Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Santo Domingo to O'Hare Intl flights
Luis Munoz Marin Intl to St. Louis flights
Montego Bay to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Santo Domingo to Midway flights
Willemstad to O'Hare Intl flights
Nassau to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Kingston to O'Hare Intl flights
Montego Bay to Midway flights
Port of Spain to O'Hare Intl flights
Punta Cana to Midway flights
Saint Thomas Island to O'Hare Intl flights
George Town to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Saint Thomas Island to St. Louis flights
Aguadilla to O'Hare Intl flights
Nassau to St. Louis flights
Oranjestad to St. Louis flights
Nassau to Midway flights
St. George's to St. Louis flights
St. John's to O'Hare Intl flights
Simpson Bay to Midway flights
Road Town to O'Hare Intl flights
Aguadilla to Midway flights
Port of Spain to St. Louis flights
Vieques to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Culebra to O'Hare Intl flights
Roseau to O'Hare Intl flights
Port Au Prince to Midway flights
Port Au Prince to O'Hare Intl flights

Top 5 airlines flying from Jamaica to Chicago

Discover the top 5 airlines that operate flights from Jamaica to Chicago. 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 2,749,864 searches. Data last updated May 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$216Average$296FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$236Average$395FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$309Average$398FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$327Average$513FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$351Average$511FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
New York to Toronto flights
Boston to Tampa flights
Dallas to Mumbai flights
Orlando to San Francisco flights
New York John F Kennedy Intl Airport to London Heathrow Airport flights
Dallas to Hawaii flights
New York to Dallas flights
San Francisco to Vancouver flights
Chicago to Austin flights
Cancún to Mexico City flights
Savannah to Atlanta flights
Jamaica to Charleston flights

Search flights from Jamaica to Chicago by cabin class

Find flights from Jamaica to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Classfrom $205/person

Hourly flight availability from Jamaica to Chicago

Find hourly flight availability from Jamaica 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 May 7, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Ordu/Giresun
Flights to Hakodate
Flights to Gazipasa
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Bourgas
Flights to Kalamata
Flights to Menorca/Mahon
Flights to Mytilene
Flights to Mason City
Flights to Pau Pyrénées
Flights to Neiva La Marguita
Flights to Cortez Montezuma County
Flights to Biarritz Parme
Flights to Parikia Paros
Flights to Ohrid
Flights to Edremit/Korfez
Flights to Naxos
Flights to Dalaman
Flights to Lublin
Flights to Miyakojima Hirara
Flights to Champaign University-Willard
Flights to Kagoshima
Flights to Constanţa Mihail Kogalniceanu

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Jamaica to Chicago?

Cheapflights helps you search for flights from Jamaica to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Jamaica to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Jamaica to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Jamaica to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Jamaica to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Jamaica to Chicago become cheaper?

Of course! You can now track prices for flights from Jamaica to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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.
View all available airlines