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Cheap flights from Caribbean to Chicago (CHI) from $46

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 6/4. 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.
SJU — CHI
mai 23 — mai 301
From?
To?
jeu. 5/23
jeu. 5/30
1 adult, Economy
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How far in advance should I book a flight from Caribbean to Chicago?

Users have found that booking a flight from Caribbean to Chicago at least 16 days early can save you up to 85% on average compared to booking a flight this week. If booking 16 days before your flight isn’t an option for you, users have found flights from Caribbean to Chicago for as little as $238 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $311 for flights departing within the next 3 days.

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

Flights from Caribbean to Chicago lean towards being more expensive in March. Prices are generally better when you fly from Caribbean to Chicago in January, with the cheapest ticket starting at $122.

When is the cheapest time to fly from Caribbean to Chicago (CB - CHI)?

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

Cheap JetBlue flights from Caribbean to Chicago

Explore cheap flight options specifically provided by JetBlue for the route between Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
mer. 7/246:59 amSJU - ORD
1 stop10h 31mJetBlue
mer. 7/315:15 pmORD - SJU
1 stop8h 42mJetBlue
Deal found 5/16$293
jeu. 5/232:59 amSDQ - ORD
1 stop14h 46mJetBlue
lun. 5/2710:45 amORD - SDQ
1 stop10h 37mJetBlue
Deal found 5/15$972

Cheap Air Canada flights from Caribbean to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
mar. 5/2812:30 pmNAS - ORD
1 stop10h 32mAir Canada
jeu. 5/301:55 pmORD - NAS
2 stops20h 35mAir Canada
Deal found 5/16$586
ven. 5/243:00 pmBGI - ORD
2 stops18h 00mAir Canada
mar. 5/282:15 pmORD - BGI
1 stop22h 40mAir Canada
Deal found 5/16$734

Cheap Caribbean to Chicago flights in May & June 2024

Find cheap flight options from Caribbean 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 2,650,061 searches. Prices were last updated on mai 18, 2024.
mer. 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$144
mar. 6/45:59 pmSJU - ORD
2 stops29h 54mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$153
mar. 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$157
mer. 6/512:41 pmSJU - ORD
1 stop21h 23mMultiple Airlines
mar. 6/118:50 pmORD - SJU
1 stop10h 19mMultiple Airlines
Deal found 5/17$159
mer. 6/55:51 pmSJU - ORD
2 stops17h 10mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$164
mer. 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
sam. 6/225:05 amORD - SJU
1 stop11h 47mSpirit Airlines
Deal found 5/16$166
mer. 6/59:06 pmSJU - ORD
1 stop13h 55mMultiple Airlines
sam. 6/2210:11 pmORD - SJU
2 stops15h 40mMultiple Airlines
Deal found 5/16$173
mar. 6/49:07 pmSJU - ORD
1 stop13h 54mSpirit Airlines
ven. 6/710:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Deal found 5/17$175
mar. 6/47:57 pmSJU - ORD
3 stops24h 08mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$180

Caribbean to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Caribbean and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,650,061 searches. Data last updated mai 18, 2024.
mer. 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$144
mer. 6/59:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
sam. 6/227:12 amORD - SJU
1 stop9h 40mSpirit Airlines
Deal found 5/16$153
mar. 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$157
mer. 6/512:41 pmSJU - ORD
1 stop21h 23mMultiple Airlines
mar. 6/118:50 pmORD - SJU
1 stop10h 19mMultiple Airlines
Deal found 5/17$159
mar. 8/207:57 pmSJU - ORD
1 stop14h 36mSpirit Airlines
lun. 8/265:35 pmORD - SJU
1 stop16h 53mSpirit Airlines
Deal found 5/16$162
mer. 6/55:51 pmSJU - ORD
2 stops17h 10mSpirit Airlines
mar. 7/167:32 amORD - SJU
1 stop10h 33mSpirit Airlines
Deal found 5/17$164
mer. 5/299:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
mar. 6/49:15 pmORD - SJU
1 stop14h 47mSpirit Airlines
Deal found 5/16$165
mer. 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
sam. 6/225:05 amORD - SJU
1 stop11h 47mSpirit Airlines
Deal found 5/16$166
sam. 6/151:26 pmSJU - ORD
1 stop7h 00mSpirit Airlines
mar. 6/257:36 amORD - SJU
1 stop10h 29mSpirit Airlines
Deal found 5/16$167

Non-stop flights to Chicago from Caribbean

Discover non-stop flight options from Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
mar. 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
mar. 7/1611:48 amORD - SJU
Nonstop4h 47mSpirit Airlines
Deal found 5/17$184
mer. 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
mer. 6/1210:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Deal found 5/17$196
mer. 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
sam. 6/229:15 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/16$197
mar. 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
jeu. 7/189:48 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/17$199
mer. 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
mar. 6/1110:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Deal found 5/17$217
sam. 6/86:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
mar. 6/119:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/17$226
jeu. 6/64:09 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
lun. 6/1010:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Deal found 5/16$227
mar. 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
mer. 7/1711:48 amORD - SJU
Nonstop4h 47mSpirit Airlines
Deal found 5/17$229
dim. 6/166:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
dim. 6/239:15 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/17$231

Caribbean to Chicago flights leaving soon

Find last-minute flight options from Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
sam. 5/256:14 pmSJU - ORD
1 stop14h 59mSpirit Airlines
mar. 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Deal found 5/17$194
jeu. 5/236:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
mar. 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Deal found 5/16$203
mer. 5/2212:59 amSJU - ORD
1 stop10h 54mMultiple Airlines
jeu. 5/309:03 amORD - SJU
1 stop8h 54mMultiple Airlines
Deal found 5/16$212
ven. 5/246:10 amSJU - ORD
Nonstop5h 10mMultiple Airlines
mar. 5/289:15 pmORD - SJU
1 stop27h 10mMultiple Airlines
Deal found 5/17$214
lun. 5/279:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
mar. 6/116:40 pmORD - SJU
1 stop23h 25mSpirit Airlines
Deal found 5/17$217
jeu. 5/239:28 amSJU - ORD
1 stop16h 40mMultiple Airlines
jeu. 5/3010:03 amORD - SJU
1 stop7h 54mMultiple Airlines
Deal found 5/16$220
jeu. 5/236:10 amSJU - ORD
Nonstop5h 10mMultiple Airlines
mer. 5/298:09 pmORD - SJU
1 stop11h 35mMultiple Airlines
Deal found 5/16$222
ven. 5/249:00 pmSJU - ORD
1 stop13h 55mMultiple Airlines
mar. 5/289:15 pmORD - SJU
1 stop27h 10mMultiple Airlines
Deal found 5/17$224
jeu. 5/236:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
jeu. 5/309:03 amORD - SJU
1 stop8h 54mSpirit Airlines
Deal found 5/16$226

One-way flights to Chicago from Caribbean

Search for one-way flight options from Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
mar. 6/49:07 pmSJU - ORD
1 stop13h 54mSpirit Airlines
Deal found 5/17$46
mar. 6/412:22 pmSJU - ORD
2 stops22h 39mSpirit Airlines
Deal found 5/17$70
mer. 8/2112:28 pmSJU - ORD
1 stop7h 29mSpirit Airlines
Deal found 5/17$72
lun. 6/39:07 pmSJU - ORD
2 stops24h 28mSpirit Airlines
Deal found 5/17$77
mar. 6/412:22 pmSJU - ORD
3 stops28h 45mSpirit Airlines
Deal found 5/17$80
mer. 5/299:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/17$83
sam. 6/812:41 pmSJU - ORD
1 stop9h 10mSpirit Airlines
Deal found 5/17$85
mer. 6/51:16 pmSJU - ORD
1 stop8h 31mSpirit Airlines
Deal found 5/17$88
lun. 6/312:32 pmSJU - ORD
1 stop21h 13mSpirit Airlines
Deal found 5/17$91

Find flights from Caribbean to Chicago within your budget

Customize your flight search to find flights from Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$144 - $342

Route

Depart

Return

Price

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mer. 6/5

1 stop13h 55m

Chicago O'Hare Intl

mar. 7/16

1 stop10h 33m

$144

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mer. 6/5

1 stop13h 55m

Chicago O'Hare Intl

sam. 6/22

1 stop9h 40m

$153

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mar. 6/4

Nonstop5h 10m

Chicago O'Hare Intl

mar. 7/16

1 stop10h 33m

$157

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mer. 6/5

1 stop13h 55m

Chicago O'Hare Intl

sam. 6/22

2 stops15h 40m

$173

San Juan Luis Munoz Marin IntlChicago Midway

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

mer. 5/29

1 stop9h 39m

Chicago Midway

lun. 6/3

1 stop12h 21m

$214

San Juan Luis Munoz Marin IntlChicago O'Hare Intl

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mer. 7/24

1 stop10h 31m

Chicago O'Hare Intl

mer. 7/31

1 stop8h 42m

$293

Punta CanaChicago O'Hare Intl

PUJ - ORD

PUJORD

Punta Cana

jeu. 10/24

1 stop7h 39m

Chicago O'Hare Intl

lun. 10/28

Nonstop4h 28m

$311

Punta CanaChicago O'Hare Intl

PUJ - ORD

PUJORD

Punta Cana

jeu. 9/19

1 stop7h 43m

Chicago O'Hare Intl

mar. 9/24

1 stop7h 02m

$340

Nassau IntlChicago O'Hare Intl

NAS - ORD

NASORD

Nassau Intl

mer. 6/5

1 stop10h 16m

Chicago O'Hare Intl

mar. 6/11

1 stop10h 02m

$342

Flights are sorted by cheapest first

Deals found on 5/17

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 mai 18, 2024.
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
6,036 reviews
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,662 reviews
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Copa Airlines
8.0
Very good
2,698 reviews
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

JetBlue
7.6
Good
4,465 reviews
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Aeromexico
7.6
Good
2,530 reviews
Southwest
8.2
Very good
6,036 reviews
Check prices

Comfort

8.1

Crew

8.7

Entertainment

7.8

Overall

8.2

Boarding

8.3

Food

7.3

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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 Caribbean to Chicago for under $200 on Cheapflights?

    Yes, there are multiple flights from Caribbean to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $144, but on average you can expect to pay $170.

  • Are there nonstop flights from Caribbean to Chicago for under $200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Caribbean to Chicago under $200. A good price for a nonstop flight from Caribbean to Chicago is less than $234.

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

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

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

    The most popular flight routes from Caribbean to Chicago are San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl, San Juan Luis Munoz Marin Intl - Chicago Midway and Santo Domingo Las Americas - Chicago O'Hare Intl.

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

    Before booking your flight from Caribbean to Chicago check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

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

    The top 3 most reliable airlines when flying from Caribbean to Chicago are United Airlines (78%), Air Canada (75%) and Air New Zealand (75%).

  • What are the cheapest flights from Caribbean to Chicago?

    While on average a flight from Caribbean to Chicago is generally $374, our data shows the cheapest flight currently is $109. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), you can expect to pay $122 for that flight.

  • What does SJU to ORD mean?

    Great question - SJU to ORD just means San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Caribbean 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 Caribbean to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Caribbean 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 Caribbean to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 Caribbean to Chicago that allow pets onboard?

    Many airlines flying from Caribbean 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 Caribbean to Chicago?

    Yes, you can often find last-minute deals on Caribbean 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 Caribbean to Chicago flight deals updated?

    The Caribbean to Chicago flight deals you see on this page were last updated on 5/17.

See more FAQs

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

LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Boston to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Seattle to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Los Angeles to Midway flights
Hobby to O'Hare Intl flights
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Atlanta to O'Hare Intl flights
LaGuardia to Midway flights
Philadelphia to O'Hare Intl flights
Ontario to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Boston to Midway flights
Fort Lauderdale to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Reagan-National to Midway flights
Denver to O'Hare Intl flights
Burbank to O'Hare Intl flights
Atlanta to Midway flights
Miami to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Sky Harbor Intl to O'Hare Intl flights
Dulles Intl to Midway flights
Tampa to O'Hare Intl flights
Austin to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Seattle to Midway flights
Mexico City to O'Hare Intl flights
San Diego to O'Hare Intl flights
Oakland to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Ontario to Midway flights
San Francisco to Midway flights
Minneapolis to Midway flights
Baltimore to Midway flights
Heathrow to O'Hare Intl flights
Atlantic City to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Mexico City to Midway flights
Las Vegas to O'Hare Intl flights
Detroit to O'Hare Intl flights
San Diego to Midway flights

Top 7 airlines flying from Caribbean to Chicago

Discover the top 7 airlines that operate flights from Caribbean 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 2,650,061 searches. Data last updated mai 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$258FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$114Average$365FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$148Average$514FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$156Average$494FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$168Average$351FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
American AirlinesCheapest$279Average$545FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Copa AirlinesCheapest$359Average$568FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
New York to Paris flights
Denver to Dallas flights
San Francisco to New Delhi flights
Phoenix to Hawaii flights
Nashville to Orlando flights
Austin to Dallas flights
Charlotte to Los Angeles flights
USA to India flights
Orlando to Dallas flights
Los Angeles to Mumbai flights
San Francisco to San Diego flights
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Search flights from Caribbean to Chicago by cabin class

Find flights from Caribbean 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 Class

Hourly flight availability from Caribbean to Chicago

Find hourly flight availability from Caribbean 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 18, 2024.
7%of flight departuresEarly morningMidnight to 6 am
15%of flight departuresMorning6 am to noon
78%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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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 Caribbean to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Caribbean today with Cheapflights!

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

Cheapflights helps you find that perfect flight to Chicago from Caribbean by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

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

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

Yes! Start tracking prices for Caribbean to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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