HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$98+ Cheap flights from Michigan to Caribbean Islands

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Michigan to Caribbean Islands 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 Michigan to Caribbean Islands

Cheapest flights from Michigan to Caribbean Islands
Explore the most affordable flight options available from Michigan to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This JetBlue deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:45 amORD - SJU
1 stop10h 04mJetBlue
Sun 1/42:21 pmSJU - ORD
1 stop9h 43mJetBlue
Deal found 12/17$202
This Frontier deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:15 pmORD - SJU
1 stop8h 14mFrontier
Thu 1/1511:55 amSJU - ORD
1 stop8h 30mFrontier
Deal found 12/15$205
This CheapOair deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Thu 1/151:22 pmSJU - ORD
Nonstop5h 15mSpirit Airlines
Deal found 12/17$224
This Priceline deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:39 pmORD - SJU
1 stop9h 58mMultiple Airlines
Fri 1/1611:06 amSJU - ORD
1 stop10h 30mMultiple Airlines
Deal found 12/16$227
This Priceline deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:25 amORD - SJU
1 stop10h 29mMultiple Airlines
Tue 12/238:08 pmSJU - ORD
Nonstop5h 17mMultiple Airlines
Deal found 12/15$230
This CheapOair deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:14 pmORD - SJU
1 stop7h 49mFrontier
Wed 1/77:18 pmSJU - ORD
1 stop25h 59mFrontier
Deal found 12/16$234
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:25 pmORD - SJU
Nonstop4h 35mAmerican Airlines
Thu 1/156:00 amSJU - ORD
Nonstop5h 35mAmerican Airlines
Deal found 12/15$236
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 pmORD - SJU
1 stop12h 34mMultiple Airlines
Fri 1/910:47 pmSJU - ORD
1 stop11h 31mMultiple Airlines
Deal found 12/16$240
This Priceline deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:25 amORD - SJU
1 stop10h 29mMultiple Airlines
Mon 12/227:25 amSJU - ORD
1 stop13h 08mMultiple Airlines
Deal found 12/15$243
This CheapOair deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:45 amDTW - SJU
1 stop13h 20mSpirit Airlines
Fri 1/95:50 pmSJU - DTW
1 stop15h 06mSpirit Airlines
Deal found 12/16$246
This Mytrip deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:22 pmDTW - SJU
1 stop14h 11mSpirit Airlines
Wed 12/3111:38 amSJU - DTW
1 stop10h 54mSpirit Airlines
Deal found 12/17$249
This Expedia deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:15 amMDW - SJU
1 stop24h 24mFrontier
Sat 1/177:34 pmSJU - MDW
1 stop23h 31mFrontier
Deal found 12/16$250

Find flight deals from Michigan to Caribbean Islands

Keep the following information in mind while searching for Michigan to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Round-trip from

$195
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$572
From Michigan to Caribbean Islands
Search Deals
One-way flight from Michigan to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan to Caribbean Islands 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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Michigan to Caribbean Islands that are best for you.

Fly from

Michigan

Fly to

Caribbean Islands

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/10

10:00 am-8:56 pm

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Thu 3/12

3:26 am-11:25 am

1 stop8h 59m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/24

10:56 am-11:23 pm

1 stop11h 27m

San Juan Luis Munoz Marin Intl

Thu 3/26

3:26 am-11:25 am

1 stop8h 59m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 5/11

10:35 am-8:03 pm

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Tue 5/12

12:30 pm-7:26 pm

1 stop7h 56m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 2/27

12:41 pm-11:44 pm

1 stop9h 03m

San Juan Luis Munoz Marin Intl

Sat 3/7

5:10 am-11:58 am

1 stop8h 48m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 3/9

12:41 pm-9:31 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Wed 3/11

1:30 am-10:05 am

1 stop9h 35m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 1/18

7:45 am-6:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Fri 1/23

11:06 am-7:36 pm

1 stop10h 30m

$205

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/17

10:56 am-11:23 pm

1 stop11h 27m

San Juan Luis Munoz Marin Intl

Thu 3/19

1:30 am-10:05 am

1 stop9h 35m

$211

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 2/6

7:45 am-6:02 pm

1 stop8h 17m

San Juan Luis Munoz Marin Intl

Sat 2/14

5:22 pm-11:10 pm

1 stop7h 48m

$211

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 3/9

12:41 pm-9:31 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Thu 3/12

3:26 am-11:25 am

1 stop8h 59m

$216

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 1/21

1:50 pm-12:35 am

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Wed 1/28

5:40 am-2:15 pm

2 stops10h 35m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Michigan to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Michigan 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 Michigan to Caribbean Islands

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

Currently, August is the cheapest month in which you can book a flight from Michigan to Caribbean Islands (average of $132). Flying from Michigan to Caribbean Islands in April is currently the most expensive (average of $212). 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 MI to EPX?

Find hourly flight availability from Michigan to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Michigan to Caribbean Islands is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 20% on airfare.

What is the cheapest day to fly from Michigan to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Michigan to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Michigan to Caribbean Islands flight should consider departing on Saturday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Michigan to Caribbean Islands. 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 Michigan to Caribbean Islands?

    There are many flights that can get you from Michigan to Caribbean Islands in 8h 45m. Fly via JetBlue, Southwest, or Delta to get the fastest option. There are 2057 mi between Michigan and Caribbean Islands. This flight may include one or multiple stops.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $62. Users have also found prices from $69 and $110 on Spirit Airlines and Delta, respectively.

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

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

  • How can I find direct flights from Michigan to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Michigan to Caribbean Islands 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 Michigan to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Michigan to Caribbean Islands (average of $132). Flying from Michigan to Caribbean Islands in April is currently the most expensive (average of $212). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Michigan to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Cancún flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Cancún flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Orlando flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to West Palm Beach flights
Los Angeles to Newark flights
Dallas/Fort Worth to LaGuardia flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Orlando flights
O'Hare Intl to Cancún flights
Newark to Orlando flights
Newark to Las Vegas flights
Newark to Los Angeles flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to West Palm Beach flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to Las Vegas flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Mexico City flights
LaGuardia to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
Newark to Dallas/Fort Worth flights
Seattle to Dallas/Fort Worth flights
O'Hare Intl to John F Kennedy Intl flights
Dulles Intl to Cancún flights
Newark to Mexico City flights
Seattle to Los Angeles flights
San Francisco to Las Vegas flights
John F Kennedy Intl to Tampa flights
Reagan-National to Miami flights
LaGuardia to Cancún flights
Minneapolis to Sky Harbor Intl flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to Fort Lauderdale flights
Baltimore to Fort Lauderdale flights
Seattle to Las Vegas flights
Los Angeles to Seattle flights
Dallas/Fort Worth to O'Hare Intl flights
Fort Lauderdale to Newark flights
Dallas/Fort Worth to Denver flights
Los Angeles to Honolulu flights

Top 8 airlines flying from Michigan to Caribbean Islands

Discover the top 8 airlines that operate flights from Michigan to Caribbean Islands. 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 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$393FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$148Average$407FlexibilityNo cancel feeOn-time65%
DeltaCheapest$231Average$705FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$235Average$680FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$264Average$677FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$266Average$503FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$268Average$508FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$354Average$735FlexibilityNo cancel feeOn-time63%

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.