Cheap flights from Chicago (CHI) to Jamaica from $104

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 4/13. 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.
CHI — MBJ
Mar 23 — Mar 301

How far in advance should I book a flight from Chicago to Jamaica?

Find a great deal and save up to 35% by booking at least 47 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Jamaica within the next two weeks, with the cheapest ticket starting at $440.

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

Our data shows that August tends to be the cheapest month to fly to Jamaica from Chicago. Users have commonly found prices around $559 for the month, but tickets can be as low as $227. Due to multiple factors, prepare for potentially higher prices in December.

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

When flying from Chicago to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Frontier flights from Chicago to Jamaica

Explore cheap flight options specifically provided by Frontier for the route between Chicago and Jamaica. 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 3,145,932 searches. Data last updated March 19, 2024.
Take a look at some of the lowest-priced Frontier flights heading from Chicago to Jamaica. Make sure to check back often as deals are often changing.
Tue 4/94:20 pmMDW - MBJ
1 stop15h 00mFrontier
Sat 4/134:29 pmMBJ - MDW
2 stops16h 02mFrontier
Deal found 3/18$262
Thu 4/2510:17 pmMDW - MBJ
1 stop9h 03mFrontier
Tue 4/308:32 amMBJ - MDW
1 stop10h 43mFrontier
Deal found 3/17$263
Sun 4/146:45 amMDW - MBJ
1 stop7h 14mFrontier
Fri 4/193:34 pmMBJ - MDW
1 stop23h 05mFrontier
Deal found 3/16$269
Thu 4/116:00 amORD - MBJ
1 stop7h 59mFrontier
Mon 4/153:34 pmMBJ - ORD
1 stop25h 53mFrontier
Deal found 3/17$270
Wed 4/106:35 amMDW - MBJ
1 stop24h 45mFrontier
Wed 4/173:34 pmMBJ - MDW
1 stop22h 19mFrontier
Deal found 3/17$274
Tue 4/237:00 amMDW - MBJ
1 stop7h 53mFrontier
Sat 4/2711:51 amMBJ - MDW
1 stop10h 50mFrontier
Deal found 3/18$276
Thu 4/256:00 amORD - MBJ
1 stop25h 20mFrontier
Sat 5/48:32 amMBJ - ORD
1 stop8h 55mFrontier
Deal found 3/17$279
Mon 4/84:20 pmMDW - MBJ
1 stop19h 40mFrontier
Sat 4/1311:51 amMBJ - MDW
1 stop10h 50mFrontier
Deal found 3/17$282
Tue 4/93:11 pmMDW - MBJ
2 stops16h 09mFrontier
Sat 4/134:29 pmMBJ - MDW
2 stops16h 02mFrontier
Deal found 3/18$284

Cheap Delta flights from Chicago to Jamaica

Explore cheap flight options specifically provided by Delta for the route between Chicago and Jamaica. 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 3,145,932 searches. Data last updated March 19, 2024.
Take a gander at the lowest prices we've found on Delta flights from Chicago to Jamaica. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Mon 4/2212:45 pmMDW - KIN
1 stop7h 25mDelta
Wed 4/249:10 amKIN - MDW
2 stops23h 40mDelta
Deal found 3/17$363
Tue 5/217:00 amORD - KIN
1 stop12h 52mDelta
Wed 5/299:00 amKIN - ORD
1 stop14h 57mDelta
Deal found 3/18$419
Tue 5/217:05 amORD - KIN
2 stops12h 47mDelta
Wed 5/299:00 amKIN - ORD
1 stop14h 57mDelta
Deal found 3/18$424
Mon 4/226:00 amMDW - KIN
1 stop14h 10mDelta
Wed 4/249:10 amKIN - MDW
1 stop7h 00mDelta
Deal found 3/17$449
Mon 4/2210:00 amMDW - MBJ
1 stop5h 33mDelta
Wed 4/242:35 pmMBJ - MDW
1 stop7h 39mDelta
Deal found 3/17$468
Mon 4/86:00 amMDW - MBJ
1 stop6h 10mDelta
Fri 4/124:58 pmMBJ - MDW
1 stop17h 12mDelta
Deal found 3/18$478
Mon 3/259:26 amMDW - MBJ
2 stops11h 33mDelta
Sat 3/303:50 pmMBJ - MDW
2 stops16h 56mDelta
Deal found 3/17$482
Wed 3/276:19 amMDW - MBJ
1 stop8h 26mDelta
Tue 4/24:10 pmMBJ - MDW
1 stop18h 37mDelta
Deal found 3/17$544
Mon 3/258:46 pmORD - MBJ
1 stop13h 16mDelta
Sat 3/303:50 pmMBJ - ORD
2 stops17h 42mDelta
Deal found 3/17$548

Cheap Chicago to Jamaica flights in March & April 2024

Find cheap flight options from Chicago to Jamaica specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
The lowest fares we've come across on flights traveling from Chicago to Jamaica in March and April 2024. Check back soon for alternative fares.
Sat 4/135:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$236
Sat 4/139:25 pmORD - MBJ
1 stop14h 20mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$239
Tue 4/95:00 amORD - MBJ
1 stop6h 40mSpirit Airlines
Sat 4/1312:45 pmMBJ - ORD
1 stop11h 35mSpirit Airlines
Deal found 3/18$240
Wed 4/105:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$249
Tue 4/169:25 pmORD - MBJ
1 stop14h 20mMultiple Airlines
Tue 4/238:32 amMBJ - ORD
1 stop8h 55mMultiple Airlines
Deal found 3/17$251
Mon 4/85:00 amORD - MBJ
1 stop6h 40mSpirit Airlines
Fri 4/1212:45 pmMBJ - ORD
1 stop11h 35mSpirit Airlines
Deal found 3/17$252
Fri 4/57:37 pmORD - MBJ
1 stop16h 03mSpirit Airlines
Wed 4/1012:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$255
Tue 4/236:00 amORD - MBJ
1 stop8h 53mFrontier
Tue 4/308:32 amMBJ - ORD
1 stop8h 55mFrontier
Deal found 3/17$263
Wed 4/245:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Wed 5/812:45 pmMBJ - ORD
1 stop10h 32mSpirit Airlines
Deal found 3/18$265

Chicago to Jamaica 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Jamaica in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
The lowest fares we've come across on flights traveling from Chicago to Jamaica in March and April 2024. Check back soon for alternative fares.
Sat 4/135:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$236
Sat 4/139:25 pmORD - MBJ
1 stop14h 20mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$239
Tue 4/97:37 pmORD - MBJ
1 stop16h 08mSpirit Airlines
Sat 4/1312:45 pmMBJ - ORD
1 stop11h 35mSpirit Airlines
Deal found 3/18$240
Wed 4/105:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Wed 4/1712:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$249
Tue 4/169:25 pmORD - MBJ
1 stop14h 20mMultiple Airlines
Tue 4/238:32 amMBJ - ORD
1 stop8h 55mMultiple Airlines
Deal found 3/17$251
Mon 4/85:00 amORD - MBJ
1 stop6h 40mSpirit Airlines
Fri 4/1212:45 pmMBJ - ORD
1 stop11h 35mSpirit Airlines
Deal found 3/17$252
Mon 4/87:37 pmORD - MBJ
1 stop16h 03mSpirit Airlines
Fri 4/1212:45 pmMBJ - ORD
1 stop11h 35mSpirit Airlines
Deal found 3/18$254
Fri 4/57:37 pmORD - MBJ
1 stop16h 03mSpirit Airlines
Wed 4/1012:45 pmMBJ - ORD
1 stop10h 46mSpirit Airlines
Deal found 3/17$255
Tue 4/236:00 amORD - MBJ
1 stop8h 53mFrontier
Tue 4/308:32 amMBJ - ORD
1 stop8h 55mFrontier
Deal found 3/17$263

Non-stop flights to Jamaica from Chicago

Discover non-stop flight options from Chicago to Jamaica. 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 3,145,932 searches. Data last updated March 19, 2024.
To help reduce your travel time, choose from one of these non-stop flights from Chicago to Jamaica. Those looking to potentially save on 1 or 2-stop flights from Chicago to Jamaica should utilize the search form at the the top of the page.
Fri 4/58:55 amORD - MBJ
Nonstop4h 05mAmerican Airlines
Wed 4/102:00 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Deal found 3/17$392
Sat 4/138:55 amORD - MBJ
Nonstop4h 05mAmerican Airlines
Wed 4/172:00 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Deal found 3/17$393
Mon 4/158:45 amORD - MBJ
Nonstop4h 00mUnited Airlines
Mon 4/221:51 pmMBJ - ORD
Nonstop4h 24mUnited Airlines
Deal found 3/18$432
Tue 4/238:55 amORD - MBJ
Nonstop4h 05mAmerican Airlines
Sat 4/272:00 pmMBJ - ORD
Nonstop4h 35mAmerican Airlines
Deal found 3/18$456
Sun 5/199:10 amORD - MBJ
Nonstop4h 00mAlaska Airlines
Thu 5/232:05 pmMBJ - ORD
Nonstop4h 30mAlaska Airlines
Deal found 3/18$461
Mon 7/158:45 amORD - MBJ
Nonstop3h 55mAmerican Airlines
Fri 7/192:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Deal found 3/18$473
Mon 4/18:45 amORD - MBJ
Nonstop4h 00mUnited Airlines
Sat 4/61:51 pmMBJ - ORD
Nonstop4h 24mUnited Airlines
Deal found 3/18$484
Sun 8/48:45 amORD - MBJ
Nonstop4h 00mUnited Airlines
Sun 8/111:51 pmMBJ - ORD
Nonstop4h 24mUnited Airlines
Deal found 3/18$486
Wed 7/178:45 amORD - MBJ
Nonstop3h 55mAmerican Airlines
Wed 7/242:05 pmMBJ - ORD
Nonstop4h 30mAmerican Airlines
Deal found 3/18$498

Chicago to Jamaica flights leaving soon

Find last-minute flight options from Chicago to Jamaica 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 3,145,932 searches. Data last updated March 19, 2024.
Check out these flights departing soon from Chicago to Jamaica. Users should examine the flight details to ensure there are no surprises.
Wed 3/278:42 pmORD - MBJ
1 stop14h 58mMultiple Airlines
Tue 4/21:20 pmMBJ - ORD
1 stop18h 17mMultiple Airlines
Deal found 3/18$382
Wed 3/275:00 amORD - MBJ
1 stop6h 40mMultiple Airlines
Tue 4/21:20 pmMBJ - ORD
1 stop18h 17mMultiple Airlines
Deal found 3/17$392
Mon 3/257:37 pmORD - MBJ
1 stop16h 03mSpirit Airlines
Wed 4/31:09 pmMBJ - ORD
1 stop11h 01mSpirit Airlines
Deal found 3/17$393
Mon 3/256:25 pmORD - MBJ
1 stop14h 55mAmerican Airlines
Wed 4/32:04 pmMBJ - ORD
Nonstop4h 32mAmerican Airlines
Deal found 3/17$396
Wed 3/278:45 amORD - MBJ
Nonstop4h 04mAmerican Airlines
Tue 4/22:07 pmMBJ - ORD
1 stop17h 24mAmerican Airlines
Deal found 3/17$403
Sat 3/238:26 pmORD - MBJ
1 stop16h 36mAmerican Airlines
Wed 3/274:08 pmMBJ - ORD
1 stop16h 48mAmerican Airlines
Deal found 3/18$406
Wed 3/278:42 pmORD - MBJ
2 stops39h 27mMultiple Airlines
Tue 4/21:20 pmMBJ - ORD
1 stop18h 17mMultiple Airlines
Deal found 3/18$419
Wed 3/2710:00 pmORD - MBJ
2 stops13h 40mMultiple Airlines
Tue 4/21:20 pmMBJ - ORD
1 stop18h 17mMultiple Airlines
Deal found 3/17$434
Thu 3/285:00 amORD - MBJ
1 stop6h 40mMultiple Airlines
Mon 4/112:56 pmMBJ - ORD
2 stops36h 44mMultiple Airlines
Deal found 3/18$437

One-way flights to Jamaica from Chicago

Search for one-way flight options from Chicago to Jamaica. 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 3,145,932 searches. Data last updated March 19, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Jamaica. Those seeking round-trip flights from Chicago to Jamaica should utilize the search form at the the top of the page.
Sat 4/135:00 amORD - MBJ
1 stop6h 45mSpirit Airlines
Deal found 3/17$104
Tue 5/76:00 amORD - MBJ
1 stop8h 53mFrontier
Deal found 3/18$109
Tue 5/78:16 pmMDW - MBJ
1 stop11h 04mFrontier
Deal found 3/18$109
Tue 4/25:58 pmORD - MBJ
1 stop18h 11mSpirit Airlines
Deal found 3/18$120
Wed 5/86:00 amORD - MBJ
1 stop25h 20mFrontier
Deal found 3/18$123
Mon 4/227:45 amORD - MBJ
2 stops28h 00mSpirit Airlines
Deal found 3/17$130
Thu 5/96:00 amORD - MBJ
1 stop7h 59mFrontier
Deal found 3/18$134
Tue 5/75:36 pmORD - MBJ
2 stops18h 05mSpirit Airlines
Deal found 3/18$137
Tue 4/25:20 pmORD - MBJ
2 stops18h 49mSpirit Airlines
Deal found 3/18$139

Find flights from Chicago to Jamaica within your budget

Customize your flight search to find flights from Chicago to Jamaica 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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$236 - $420

Route

Depart

Return

Price

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 4/13

1 stop6h 45m

Montego Bay Sangster Intl

Wed 4/17

1 stop10h 46m

$236

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 4/13

1 stop14h 20m

Montego Bay Sangster Intl

Wed 4/17

1 stop10h 46m

$239

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 4/9

1 stop6h 40m

Montego Bay Sangster Intl

Sat 4/13

1 stop11h 35m

$240

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 4/16

1 stop14h 20m

Montego Bay Sangster Intl

Tue 4/23

1 stop8h 55m

$251

Chicago MidwayMontego Bay Sangster Intl

MDW - MBJ

MDWMBJ

Chicago Midway

Tue 4/9

1 stop15h 00m

Montego Bay Sangster Intl

Sat 4/13

2 stops16h 02m

$262

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 4/23

1 stop8h 53m

Montego Bay Sangster Intl

Tue 4/30

1 stop8h 55m

$263

Chicago MidwayKingston Norman Manley

MDW - KIN

MDWKIN

Chicago Midway

Mon 4/22

1 stop7h 25m

Kingston Norman Manley

Wed 4/24

2 stops23h 40m

$363

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 4/5

Nonstop4h 05m

Montego Bay Sangster Intl

Wed 4/10

Nonstop4h 35m

$392

Chicago O'Hare IntlMontego Bay Sangster Intl

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Thu 5/30

1 stop17h 21m

Montego Bay Sangster Intl

Mon 6/3

1 stop8h 58m

$420

Flights are sorted by cheapest first

Deals found on 3/17

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated March 19, 2024.
See what other customers who have flown with Frontier, Delta and American Airlines from Chicago to Jamaica have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,551 reviews
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.8
Good
2,183 reviews
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.5
Good
3,066 reviews
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
11,618 reviews
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

7.3
Good
15,312 reviews
8.1
Very good
11,551 reviews

Crew

8.6

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Food

7.5

Overall

8.1

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Jamaica. 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 Chicago to Jamaica for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Jamaica for under $300. The cheapest flight booked recently is on Spirit Airlines for just $236, but on average you can expect to pay $260.

  • Are there nonstop flights from Chicago to Jamaica for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Jamaica under $400. A good price for a nonstop flight from Chicago to Jamaica is less than $513.

  • Are there last-minute flights available from Chicago to Jamaica for under $400?

    There are currently 20+ open flights from Chicago to Jamaica within the next 7 days for less than $400.

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

    One-way options have recently been found by users for as low as $104 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $109 and American Airlines from $177 one-way.

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

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

  • What are the cheapest flights from Chicago to Jamaica?

    On average you can expect to pay $769 for a flight from Chicago to Jamaica. The cheapest flight overall is $159 while the most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl) is currently priced at $236.

  • What does ORD to MBJ mean?

    Chicago O'Hare Intl Airport is ORD and Montego Bay Sangster Intl Airport is MBJ. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Kingston Norman Manley Airport (KIN), Ocho Rios Boscobel Airport (OCJ), Negril Airport (NEG) are other airports near this flight route and their unique identifiers/IATA codes.

See more FAQs

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Top 8 airlines flying from Chicago to Jamaica

Discover the top 8 airlines that operate flights from Chicago to Jamaica. 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$212Average$317FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$214Average$396FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$261Average$549FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$324Average$637FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$368Average$614FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
British AirwaysCheapest$442Average$628FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Air CanadaCheapest$560Average$900FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Alaska AirlinesCheapest$594Average$741FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

Search flights from Chicago to Jamaica by cabin class

Find flights from Chicago to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Jamaica

Find hourly flight availability from Chicago to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2024.
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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 Chicago to Jamaica?

Cheapflights makes it easy to find Chicago to Jamaica flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

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

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Chicago to Jamaica flexibly with Cheapflights today.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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