How long is the flight from Caribbean Islands to Illinois?

United Airlines, Delta, and Southwest can get you from Caribbean Islands to Illinois in just under 5h 07m. Your travel time can differ by up to 6h. The distance from Caribbean Islands to Illinois is about 2073 mi. This flight may include one or multiple stops.

What are the cheapest airlines to fly from Caribbean Islands to Illinois one-way?

For one-way options, check prices for Southwest. According to our data, you can fly for as low as $108. Users have also found prices from $113 and $113 on United Airlines and Delta, respectively.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Can I find deals for flights from Caribbean Islands to Illinois that include hotel bookings?

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

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

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

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

Yes. Cheapflights offers flight deals from Caribbean Islands to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$107+ Cheap Flights from Caribbean Islands to Illinois

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Caribbean Islands to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Caribbean Islands to Illinois

Round-trip from	$177 (Cheapflightsfares)
One-way from	$107 (Mytrip)

From Caribbean Islands to Illinois

Search Deals

One-way flight from Caribbean Islands to Illinois

Search Deals

Find flight deals from Caribbean Islands to Illinois

Cheapest flights from Caribbean Islands to Illinois
Explore the most affordable flight options available from Caribbean Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Sat 10/253:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Fri 10/319:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Deal found 9/23

$177

Fri 10/249:06 pmSJU - ORD

1 stop12h 12mMultiple Airlines

Mon 10/279:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/23

$182

Tue 10/216:22 amSJU - ORD

1 stop31h 23mMultiple Airlines

Sat 10/253:00 pmORD - SJU

Nonstop4h 40mMultiple Airlines

Deal found 9/24

$186

Sat 10/253:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Sat 11/12:03 pmORD - SJU

Nonstop4h 39mSpirit Airlines

Deal found 9/24

$187

Fri 10/177:43 pmSJU - ORD

Nonstop5h 14mMultiple Airlines

Sun 10/197:43 pmORD - SJU

1 stop18h 33mMultiple Airlines

Deal found 9/23

$189

Fri 10/177:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Fri 10/247:51 pmORD - SJU

1 stop17h 21mSpirit Airlines

Deal found 9/25

$190

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mMultiple Airlines

Fri 10/315:25 amORD - SJU

1 stop19h 29mMultiple Airlines

Deal found 9/24

$192

Fri 10/107:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Sat 10/183:00 pmORD - SJU

Nonstop4h 40mSpirit Airlines

Deal found 9/23

$199

Thu 10/164:04 pmSJU - ORD

1 stop9h 22mMultiple Airlines

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/23

$200

Thu 10/161:59 amSJU - ORD

1 stop16h 35mMultiple Airlines

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/25

$204

Thu 12/42:38 pmSJU - ORD

Nonstop5h 22mSpirit Airlines

Mon 12/86:55 amORD - SJU

Nonstop4h 38mSpirit Airlines

Deal found 9/23

$205

Fri 10/245:30 amSJU - STL

1 stop11h 33mAmerican Airlines

Sun 10/267:23 amSTL - SJU

1 stop15h 31mAmerican Airlines

Deal found 9/23

$225

Best flights from Caribbean Islands to Illinois
Discover carefully curated flight deals from Caribbean Islands to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2025.

Wed 10/223:56 pmSJU - ORD

Nonstop5h 07mUnited Airlines

Wed 10/298:55 amORD - SJU

Nonstop4h 45mUnited Airlines

Deal found 9/22

$218

Fri 11/147:00 amSJU - STL

1 stop11h 07mDelta

Mon 11/176:00 amSTL - SJU

1 stop9h 26mDelta

Deal found 9/23

$225

Fri 11/76:40 amSJU - STL

1 stop9h 10mSouthwest

Sun 11/97:50 amSTL - SJU

1 stop12h 10mSouthwest

Deal found 9/24

$225

Wed 10/291:50 pmSJU - STL

1 stop11h 06mAmerican Airlines

Mon 11/38:13 amSTL - SJU

1 stop6h 52mAmerican Airlines

Deal found 9/23

$230

Sat 10/254:22 pmSJU - MDW

1 stop7h 25mFrontier

Sun 11/25:20 amMDW - SJU

1 stop6h 59mFrontier

Deal found 9/23

$272

Tue 11/44:57 pmPUJ - ORD

1 stop10h 06mSpirit Airlines

Tue 11/115:59 pmORD - PUJ

1 stop16h 17mSpirit Airlines

Deal found 9/23

$289

Fri 10/172:49 amSJU - MDW

1 stop8h 32mMultiple Airlines

Mon 10/209:45 amMDW - SJU

1 stop12h 44mMultiple Airlines

Deal found 9/24

$294

Thu 3/56:00 amSDQ - ORD

1 stop13h 31mJetBlue

Mon 3/96:26 pmORD - SDQ

1 stop8h 05mJetBlue

Deal found 9/22

$408

Wed 10/221:05 amSJU - ORD

1 stop7h 33mUnited Airlines

Thu 10/308:55 amORD - SJU

Nonstop4h 45mUnited Airlines

Deal found 9/23

$223

Fri 11/146:10 amSJU - STL

1 stop8h 35mSouthwest

Sun 11/167:50 amSTL - SJU

1 stop12h 10mSouthwest

Deal found 9/24

$225

Fri 10/242:22 pmSJU - ORD

1 stop7h 01mDelta

Mon 10/271:08 pmORD - SJU

1 stop9h 48mDelta

Deal found 9/23

$227

Sat 11/84:00 pmBGI - ORD

2 stops21h 18mAir Canada

Sat 11/155:55 pmORD - BGI

1 stop19h 45mAir Canada

Deal found 9/24

$457

Wed 10/152:45 pmSJU - MDW

1 stop9h 00mSouthwest

Wed 10/2912:30 pmMDW - SJU

1 stop9h 15mSouthwest

Deal found 9/22

$227

Wed 11/122:05 amSJU - ORD

1 stop9h 43mUnited Airlines

Mon 11/171:00 pmORD - SJU

1 stop7h 22mUnited Airlines

Deal found 9/23

$227

Thu 10/303:35 pmSJU - MDW

1 stop7h 15mSouthwest

Sun 11/21:40 pmMDW - SJU

1 stop6h 05mSouthwest

Deal found 9/23

$227

Thu 10/23:16 pmSJU - MDW

1 stop9h 25mFrontier

Sun 10/56:21 amMDW - SJU

1 stop8h 01mFrontier

Deal found 9/24

$276

Wed 11/121:21 pmPUJ - ORD

1 stop9h 39mSpirit Airlines

Sun 11/165:59 pmORD - PUJ

1 stop16h 17mSpirit Airlines

Deal found 9/24

$290

Sat 11/84:14 pmSJU - MDW

1 stop7h 21mFrontier

Sat 11/156:15 amMDW - SJU

1 stop7h 04mFrontier

Deal found 9/23

$276

Sun 10/262:40 pmSTT - ORD

2 stops21h 38mMultiple Airlines

Sun 11/25:00 amORD - STT

1 stop6h 30mMultiple Airlines

Deal found 9/24

$321

Fri 10/243:57 pmPUJ - ORD

1 stop8h 48mSpirit Airlines

Fri 10/315:05 amORD - PUJ

1 stop8h 55mSpirit Airlines

Deal found 9/24

$294

Thu 2/199:37 pmSJU - STL

1 stop12h 13mFrontier

Mon 2/235:11 pmSTL - SJU

1 stop7h 39mFrontier

Deal found 9/22

$284

Thu 10/303:54 pmSDQ - ORD

1 stop10h 09mSpirit Airlines

Wed 11/58:41 amORD - SDQ

1 stop7h 09mSpirit Airlines

Deal found 9/23

$295

Fri 11/142:47 pmSJU - STL

2 stops10h 20mAmerican Airlines

Sun 11/166:45 pmSTL - SJU

1 stop16h 53mAmerican Airlines

Deal found 9/25

$363

Wed 12/241:45 pmAUA - ORD

1 stop7h 44mDelta

Sun 12/287:49 pmORD - AUA

1 stop14h 41mDelta

Deal found 9/23

$334

Fri 10/243:56 pmSJU - ORD

Nonstop5h 07mUnited Airlines

Sun 10/262:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Deal found 9/23

$308

Fri 10/315:40 amSJU - MDW

2 stops8h 20mSouthwest

Mon 11/32:10 pmMDW - SJU

2 stops8h 25mSouthwest

Deal found 9/22

$292

Thu 10/93:35 pmSDQ - MDW

1 stop20h 52mMultiple Airlines

Mon 10/134:24 pmMDW - SDQ

1 stop28h 21mMultiple Airlines

Deal found 9/22

$361

Tue 1/209:20 amSJU - STL

1 stop16h 26mAmerican Airlines

Fri 1/237:15 amSTL - SJU

1 stop14h 50mAmerican Airlines

Deal found 9/24

$371

Wed 12/33:10 pmAUA - ORD

2 stops19h 35mDelta

Mon 12/83:52 pmORD - AUA

2 stops20h 03mDelta

Deal found 9/25

$338

Wed 10/221:05 amSJU - ORD

1 stop8h 33mUnited Airlines

Sun 10/268:55 amORD - SJU

Nonstop4h 45mUnited Airlines

Deal found 9/23

$313

Last-minute flights from Caribbean Islands to Illinois
Discover last-minute flight deals from Caribbean Islands to Illinois. Data last updated September 25, 2025 and is based on user searches.

Fri 10/107:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Sat 10/183:00 pmORD - SJU

Nonstop4h 40mSpirit Airlines

Deal found 9/23

$199

Wed 10/152:45 pmSJU - MDW

1 stop9h 00mSouthwest

Wed 10/2912:30 pmMDW - SJU

1 stop9h 15mSouthwest

Deal found 9/22

$227

Thu 10/164:04 pmSJU - ORD

1 stop9h 22mMultiple Airlines

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/23

$200

Thu 10/161:59 amSJU - ORD

1 stop16h 35mMultiple Airlines

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/25

$204

Fri 10/177:43 pmSJU - ORD

Nonstop5h 14mMultiple Airlines

Sun 10/197:43 pmORD - SJU

1 stop18h 33mMultiple Airlines

Deal found 9/23

$189

Fri 10/177:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Fri 10/247:51 pmORD - SJU

1 stop17h 21mSpirit Airlines

Deal found 9/25

$190

Tue 10/216:22 amSJU - ORD

1 stop31h 23mMultiple Airlines

Sat 10/253:00 pmORD - SJU

Nonstop4h 40mMultiple Airlines

Deal found 9/24

$186

Fri 10/249:06 pmSJU - ORD

1 stop12h 12mMultiple Airlines

Mon 10/279:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Deal found 9/23

$182

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mMultiple Airlines

Fri 10/315:25 amORD - SJU

1 stop19h 29mMultiple Airlines

Deal found 9/24

$192

Fri 10/245:30 amSJU - STL

1 stop11h 33mAmerican Airlines

Sun 10/267:23 amSTL - SJU

1 stop15h 31mAmerican Airlines

Deal found 9/23

$225

Sat 10/253:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Fri 10/319:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Deal found 9/23

$177

Sat 10/253:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Sat 11/12:03 pmORD - SJU

Nonstop4h 39mSpirit Airlines

Deal found 9/24

$187

One-way flights from Caribbean Islands to Illinois
Search for one-way flight options from Caribbean Islands to Illinois. Find affordable one-way fares based on user searches. Data last updated September 25, 2025.

Sat 1/175:47 amPUJ - ORD

Nonstop5h 10mArajet

Deal found 9/23

$107

Sat 11/88:50 amSJU - STL

Nonstop5h 10mSouthwest

Deal found 9/25

$108

Sat 12/135:47 amPUJ - ORD

Nonstop5h 10mArajet

Deal found 9/23

$108

Sat 11/155:47 amPUJ - ORD

Nonstop5h 10mArajet

Deal found 9/24

$109

Wed 11/194:06 pmSTT - ORD

1 stop7h 17mSpirit Airlines

Deal found 9/23

$111

Wed 11/196:49 pmPUJ - ORD

Nonstop5h 07mFrontier

Deal found 9/24

$112

Wed 10/291:05 amSJU - STL

2 stops14h 20mUnited Airlines

Deal found 9/25

$113

Thu 10/232:04 pmSTT - ORD

1 stop8h 29mSpirit Airlines

Deal found 9/23

$117

Wed 10/295:51 pmSJU - MDW

1 stop30h 34mFrontier

Deal found 9/25

$118

Tue 10/216:22 amSJU - ORD

1 stop31h 23mFrontier

Deal found 9/25

$118

Thu 12/47:00 amSJU - MDW

1 stop9h 05mFrontier

Deal found 9/24

$123

Sat 11/225:47 amPUJ - ORD

Nonstop5h 10mArajet

Deal found 9/25

$123

Cheapflights Fare Finder

Use the filters below to find and compare flights from Caribbean Islands to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 10/22

3:56 pm-8:03 pm

Nonstop5h 07m

Chicago O'Hare Intl

Wed 10/29

8:55 am-2:40 pm

Nonstop4h 45m

$218

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 10/22

1:05 am-7:38 am

1 stop7h 33m

Chicago O'Hare Intl

Thu 10/30

8:55 am-2:40 pm

Nonstop4h 45m

$223

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Fri 11/14

7:00 am-4:07 pm

1 stop11h 07m

Lambert-St Louis

Mon 11/17

6:00 am-5:26 pm

1 stop9h 26m

$225

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Fri 11/7

6:40 am-1:50 pm

1 stop9h 10m

Lambert-St Louis

Sun 11/9

7:50 am-10:00 pm

1 stop12h 10m

$225

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Fri 11/14

6:10 am-12:45 pm

1 stop8h 35m

Lambert-St Louis

Sun 11/16

7:50 am-10:00 pm

1 stop12h 10m

$225

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 10/24

2:22 pm-8:23 pm

1 stop7h 01m

Chicago O'Hare Intl

Mon 10/27

1:08 pm-11:56 pm

1 stop9h 48m

$227

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Wed 10/15

2:45 pm-10:45 pm

1 stop9h 00m

Chicago Midway

Wed 10/29

12:30 pm-10:45 pm

1 stop9h 15m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 am-9:48 am

1 stop9h 43m

Chicago O'Hare Intl

Mon 11/17

1:00 pm-10:22 pm

1 stop7h 22m

$227

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 10/30

3:35 pm-9:50 pm

1 stop7h 15m

Chicago Midway

Sun 11/2

1:40 pm-9:45 pm

1 stop6h 05m

$227

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 10/29

1:50 pm-11:56 pm

1 stop11h 06m

Lambert-St Louis

Mon 11/3

8:13 am-5:05 pm

1 stop6h 52m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 60 results

...

Best time to book a flight from Caribbean Islands to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Caribbean Islands with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Illinois

What is the cheapest month to book a flight from Caribbean Islands to Illinois?

Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Illinois (average of $245). Flying from Caribbean Islands to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from EPX to IL?

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

Weekly flight availability from Caribbean Islands to Illinois

The most flights from zzEPX to USIL are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Illinois

Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Caribbean Islands to Illinois to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Delta

8.0

Very good

7,973 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

United Airlines

7.4

Good

8,926 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Spirit Airlines

6.3

Okay

8,045 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Frontier

5.8

Fair

3,162 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

How long is the flight from Caribbean Islands to Illinois?
United Airlines, Delta, and Southwest can get you from Caribbean Islands to Illinois in just under 5h 07m. Your travel time can differ by up to 6h. The distance from Caribbean Islands to Illinois is about 2073 mi. This flight may include one or multiple stops.
What are the cheapest airlines to fly from Caribbean Islands to Illinois one-way?
For one-way options, check prices for Southwest. According to our data, you can fly for as low as $108. Users have also found prices from $113 and $113 on United Airlines and Delta, respectively.
Can I find deals for flights from Caribbean Islands to Illinois that include hotel bookings?
Yes. In addition to deals on Caribbean Islands to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Caribbean Islands to Illinois?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Illinois.
Can I find deals for business class flights from Caribbean Islands to Illinois?
Yes. Cheapflights offers flight deals from Caribbean Islands to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Caribbean Islands to Illinois?
Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Illinois (average of $245). Flying from Caribbean Islands to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Caribbean Islands to Illinois

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$136	Average$308	FlexibilityNo cancel fee	On-time65%
Frontier	Cheapest$137	Average$304	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$162	Average$448	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$255	Average$579	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$257	Average$510	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$336	Average$585	FlexibilityNo cancel fee	On-time71%

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.

$107+ Cheap flights from Caribbean Islands to Illinois

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Caribbean Islands to Illinois with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Caribbean Islands to Illinois

Keep the following information in mind while searching for Caribbean Islands to Illinois flight deals. Data was last updated September 25, 2025.

Round-trip from

One-way from

Find flight deals from Caribbean Islands to Illinois

Cheapest flights from Caribbean Islands to IllinoisExplore the most affordable flight options available from Caribbean Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Explore the most affordable flight options available from Caribbean Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Caribbean Islands to Illinois that are best for you.

Best time to book a flight from Caribbean Islands to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Caribbean Islands with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Illinois

What is the cheapest month to book a flight from Caribbean Islands to Illinois?

What is the cheapest time of day to fly from EPX to IL?

Find hourly flight availability from Caribbean Islands to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

Weekly flight availability from Caribbean Islands to Illinois

Reviews of airlines servicing Illinois

Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Caribbean Islands to Illinois to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

How long is the flight from Caribbean Islands to Illinois?

What are the cheapest airlines to fly from Caribbean Islands to Illinois one-way?

Can I find deals for flights from Caribbean Islands to Illinois that include hotel bookings?

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

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

What is the cheapest month to book a flight from Caribbean Islands to Illinois?

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 Caribbean Islands to Illinois

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

Top 6 airlines flying from Caribbean Islands to Illinois

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Caribbean Islands to Illinois
Explore the most affordable flight options available from Caribbean Islands to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.