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Cheap flights from Illinois to Caribbean 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 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.
ORD — SJU
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
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How far in advance should I book a flight from Illinois to Caribbean?

Find a great deal and save up to 20% by booking at least 57 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 Illinois to Caribbean within the next two weeks, with the cheapest ticket starting at $258.

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

The best pricing can be found in the month of October. Prices to Caribbean from Illinois average $318. You can even find prices in October for less than $318, as users have found deals to Caribbean from as low as $90. The month of March appears to be one of the more expensive times to travel to Caribbean from Illinois. Flying in the targeted month can save you up to 60%.

When is the cheapest time to fly from Illinois to Caribbean (IL - CB)?

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

Cheap Frontier flights from Illinois to Caribbean

Explore cheap flight options specifically provided by Frontier for the route between Illinois and Caribbean. 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 2,719,943 searches. Data last updated May 6, 2024.
Sat 5/189:08 pmMDW - SJU
1 stop10h 15mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/4$137
Tue 5/2110:16 amMDW - SJU
1 stop12h 38mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/4$138
Mon 5/206:30 pmMDW - SJU
1 stop6h 28mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/4$139
Sun 5/197:23 pmMDW - SJU
1 stop12h 07mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/4$147
Sun 5/197:23 pmMDW - SJU
1 stop12h 07mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$148
Fri 5/177:23 pmMDW - SJU
1 stop15h 38mFrontier
Sat 5/1810:18 pmSJU - MDW
1 stop9h 36mFrontier
Deal found 5/4$173
Wed 5/1512:28 pmMDW - SJU
1 stop9h 38mFrontier
Sat 5/1810:18 pmSJU - MDW
1 stop9h 36mFrontier
Deal found 5/4$176
Wed 5/1512:28 pmMDW - SJU
1 stop9h 38mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$177
Sun 5/197:23 pmMDW - SJU
1 stop12h 07mFrontier
Tue 5/212:51 pmSJU - MDW
1 stop7h 40mFrontier
Deal found 5/4$187

Cheap American Airlines flights from Illinois to Caribbean

Explore cheap flight options specifically provided by American Airlines for the route between Illinois and Caribbean. 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 2,719,943 searches. Data last updated May 6, 2024.
Mon 5/138:30 amORD - PUJ
Nonstop4h 35mAmerican Airlines
Thu 5/163:09 pmPUJ - ORD
Nonstop5h 05mAmerican Airlines
Deal found 5/5$237
Thu 5/165:15 amORD - SJU
1 stop14h 00mAmerican Airlines
Mon 5/2012:45 amSJU - ORD
1 stop9h 40mAmerican Airlines
Deal found 5/5$246
Sat 5/1112:40 pmORD - SJU
1 stop7h 20mAmerican Airlines
Sat 5/1112:45 amSJU - ORD
1 stop11h 25mAmerican Airlines
Deal found 5/5$260
Thu 5/96:30 amORD - SJU
1 stop12h 45mAmerican Airlines
Fri 5/1012:45 amSJU - ORD
1 stop12h 47mAmerican Airlines
Deal found 5/5$265
Fri 5/1011:50 amORD - SJU
1 stop9h 55mAmerican Airlines
Sat 5/1112:45 amSJU - ORD
1 stop11h 25mAmerican Airlines
Deal found 5/5$266
Wed 5/158:23 amORD - SJU
Nonstop4h 40mAmerican Airlines
Mon 5/2012:45 amSJU - ORD
1 stop9h 40mAmerican Airlines
Deal found 5/5$272
Mon 5/135:15 amORD - PUJ
1 stop7h 10mAmerican Airlines
Wed 5/153:09 pmPUJ - ORD
Nonstop5h 05mAmerican Airlines
Deal found 5/5$282
Mon 9/168:20 pmORD - PUJ
1 stop13h 42mAmerican Airlines
Fri 9/206:21 pmPUJ - ORD
1 stop15h 41mAmerican Airlines
Deal found 5/5$295
Tue 5/148:23 amORD - SJU
Nonstop4h 40mAmerican Airlines
Mon 5/2012:45 amSJU - ORD
1 stop9h 40mAmerican Airlines
Deal found 5/5$305

Cheap Illinois to Caribbean flights in May & June 2024

Find cheap flight options from Illinois to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 6, 2024.
Sun 5/197:23 pmMDW - SJU
1 stop12h 07mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$148
Sat 5/185:45 pmMDW - SJU
1 stop8h 35mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/5$176
Wed 5/1512:28 pmMDW - SJU
1 stop9h 38mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$177
Sat 6/19:25 pmORD - SJU
1 stop16h 51mSpirit Airlines
Sat 6/81:30 pmSJU - ORD
1 stop8h 21mSpirit Airlines
Deal found 5/5$181
Thu 5/3011:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Wed 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$182
Wed 5/2911:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Mon 6/178:06 pmSJU - ORD
1 stop14h 55mSpirit Airlines
Deal found 5/5$183
Wed 6/1210:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Mon 6/178:06 pmSJU - ORD
1 stop21h 22mSpirit Airlines
Deal found 5/5$184
Thu 5/306:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Tue 6/41:35 amSJU - ORD
2 stops33h 26mSpirit Airlines
Deal found 5/5$185
Wed 5/155:00 amORD - SJU
2 stops20h 31mSpirit Airlines
Tue 5/211:32 pmSJU - ORD
2 stops25h 34mSpirit Airlines
Deal found 5/5$186

Illinois to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Illinois and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Sun 5/197:23 pmMDW - SJU
1 stop12h 07mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$148
Sat 5/185:45 pmMDW - SJU
1 stop8h 35mFrontier
Wed 5/226:48 amSJU - MDW
1 stop16h 05mFrontier
Deal found 5/5$176
Wed 5/1512:28 pmMDW - SJU
1 stop9h 38mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$177
Sat 6/19:25 pmORD - SJU
1 stop16h 51mSpirit Airlines
Sat 6/81:30 pmSJU - ORD
1 stop8h 21mSpirit Airlines
Deal found 5/5$181
Thu 5/3011:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Wed 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$182
Wed 5/2911:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Mon 6/178:06 pmSJU - ORD
1 stop14h 55mSpirit Airlines
Deal found 5/5$183
Wed 6/1210:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Mon 6/178:06 pmSJU - ORD
1 stop21h 22mSpirit Airlines
Deal found 5/5$184
Thu 5/306:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Tue 6/41:35 amSJU - ORD
2 stops33h 26mSpirit Airlines
Deal found 5/5$185
Wed 5/155:00 amORD - SJU
2 stops20h 31mSpirit Airlines
Tue 5/211:32 pmSJU - ORD
2 stops25h 34mSpirit Airlines
Deal found 5/5$186

Non-stop flights to Caribbean from Illinois

Discover non-stop flight options from Illinois to Caribbean. 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 2,719,943 searches. Data last updated May 6, 2024.
Tue 5/2811:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Fri 5/316:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/5$181
Thu 5/3011:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Wed 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$182
Wed 6/59:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Mon 6/106:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$196
Wed 6/59:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Mon 6/106:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$197
Wed 6/510:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Mon 6/104:09 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
Deal found 5/5$200
Sun 5/269:37 amORD - SJU
Nonstop4h 54mSpirit Airlines
Sat 6/16:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/5$201
Wed 6/1210:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Tue 6/186:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$202
Sun 5/269:37 amORD - SJU
Nonstop4h 54mSpirit Airlines
Sat 6/16:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/5$209
Sat 6/85:11 pmORD - SJU
Nonstop4h 47mSpirit Airlines
Wed 6/126:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/5$212

Illinois to Caribbean flights leaving soon

Find last-minute flight options from Illinois to Caribbean 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 2,719,943 searches. Data last updated May 6, 2024.
Wed 5/1512:28 pmMDW - SJU
1 stop9h 38mFrontier
Wed 5/229:19 amSJU - MDW
1 stop10h 08mFrontier
Deal found 5/5$177
Tue 5/145:41 pmORD - SJU
1 stop16h 51mMultiple Airlines
Sat 5/186:18 pmSJU - ORD
1 stop7h 40mMultiple Airlines
Deal found 5/5$181
Wed 5/155:00 amORD - SJU
2 stops20h 10mSpirit Airlines
Tue 5/2112:32 pmSJU - ORD
1 stop21h 13mSpirit Airlines
Deal found 5/5$182
Tue 5/146:40 pmORD - SJU
1 stop15h 52mMultiple Airlines
Fri 5/173:15 amSJU - ORD
1 stop22h 43mMultiple Airlines
Deal found 5/5$183
Tue 5/149:25 pmORD - SJU
2 stops13h 07mSpirit Airlines
Wed 5/227:57 pmSJU - ORD
2 stops20h 11mSpirit Airlines
Deal found 5/5$184
Tue 5/149:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Sat 5/186:14 pmSJU - ORD
1 stop14h 59mSpirit Airlines
Deal found 5/4$185
Tue 5/149:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Sat 5/186:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/4$186
Wed 5/155:00 amORD - SJU
1 stop11h 28mSpirit Airlines
Tue 5/211:30 amSJU - ORD
2 stops23h 22mSpirit Airlines
Deal found 5/5$187
Tue 5/146:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Mon 5/203:30 amSJU - ORD
3 stops35h 36mSpirit Airlines
Deal found 5/6$188

One-way flights to Caribbean from Illinois

Search for one-way flight options from Illinois to Caribbean. 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 2,719,943 searches. Data last updated May 6, 2024.
Tue 5/146:40 pmORD - SJU
1 stop15h 52mSpirit Airlines
Deal found 5/5$46
Tue 5/216:40 pmORD - SJU
1 stop15h 52mSpirit Airlines
Deal found 5/5$47
Wed 5/2911:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Deal found 5/4$62
Tue 6/49:15 pmORD - SJU
1 stop14h 47mSpirit Airlines
Deal found 5/5$63
Tue 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Deal found 5/5$64
Tue 5/149:25 pmORD - SJU
2 stops13h 07mSpirit Airlines
Deal found 5/5$66
Wed 6/59:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Deal found 5/5$69
Tue 5/219:35 amORD - SJU
2 stops24h 57mSpirit Airlines
Deal found 5/5$70
Wed 5/295:00 amORD - SJU
2 stops21h 05mSpirit Airlines
Deal found 5/4$78

Find flights from Illinois to Caribbean within your budget

Customize your flight search to find flights from Illinois to Caribbean 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 2,719,943 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$137 - $265

Route

Depart

Return

Price

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Sat 5/18

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop16h 05m

$137

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Tue 5/21

1 stop12h 38m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop16h 05m

$138

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Mon 5/20

1 stop6h 28m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop16h 05m

$139

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Sun 5/19

1 stop12h 07m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop16h 05m

$147

Chicago MidwaySan Juan Luis Munoz Marin Intl

MDW - SJU

MDWSJU

Chicago Midway

Sun 5/19

1 stop12h 07m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop10h 08m

$148

Chicago O'Hare IntlSaint Thomas Island Cyril E King

ORD - STT

ORDSTT

Chicago O'Hare Intl

Tue 5/28

1 stop13h 54m

Saint Thomas Island Cyril E King

Tue 6/4

1 stop8h 14m

$174

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 6/1

1 stop16h 51m

San Juan Luis Munoz Marin Intl

Sat 6/8

1 stop8h 21m

$181

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 5/20

1 stop7h 02m

San Juan Luis Munoz Marin Intl

Fri 5/24

Nonstop5h 10m

$189

Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 5/9

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Fri 5/10

1 stop12h 47m

$265

Flights are sorted by cheapest first

Deals found on 5/4

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

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated May 6, 2024.
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Copa Airlines
8.0
Very good
2,791 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

JetBlue
7.6
Good
4,544 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

WestJet
7.6
Good
2,957 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Avianca
7.5
Good
3,843 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Food

7.4

Crew

8.6

Entertainment

8.0

Overall

8.1

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

    Yes, there are multiple flights from Illinois to Caribbean for under $200. The cheapest flight booked recently is on Frontier for just $137, but on average you can expect to pay $172.

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

    Cheapflights has at least 20 direct flights from Illinois to Caribbean under $200. A good price for a nonstop flight from Illinois to Caribbean is less than $212.

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

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

  • What does ORD to SJU mean?

    ORD and SJU are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to SJU refers to a flight route from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS) are some additional IATA codes for airports related to your trip.

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

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

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

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

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

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

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

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

    Many airlines flying from Illinois to Caribbean 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 Illinois to Caribbean?

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

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

See more FAQs

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

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Top 10 airlines flying from Illinois to Caribbean

Discover the top 10 airlines that operate flights from Illinois to Caribbean. 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 2,719,943 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$94Average$326FlexibilityNo cancel feeOn-time62%
Search Frontier flights
Spirit AirlinesCheapest$133Average$392FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$140Average$655FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$153Average$734FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
JetBlueCheapest$171Average$551FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
AeromexicoCheapest$262Average$548FlexibilityNo cancel feeOn-timeN/A
Search Aeromexico flights
Air CanadaCheapest$283Average$846FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Alaska AirlinesCheapest$288Average$620FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
American AirlinesCheapest$291Average$669FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Illinois to Caribbean by cabin class

Find flights from Illinois to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Illinois to Caribbean

Find hourly flight availability from Illinois to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 6, 2024.
8%of flight departuresEarly morningMidnight to 6 am
92%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
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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 Illinois to Caribbean?

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 Caribbean from Illinois today with Cheapflights!

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

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

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

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

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

Yes! Start tracking prices for Illinois to Caribbean 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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