HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$96+ Cheap flights from Michigan to Caribbean

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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SJU
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Michigan to Caribbean 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

Cheapest flights from Michigan to Caribbean
Explore the most affordable flight options available from Michigan to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.

This eDestinos deal was found by Cheapflights users on 4/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2612:55 pm
DTW
-
SJU
1 stop11h 46m
Frontier
Tue 6/95:15 pm
SJU
-
DTW
1 stop7h 29m
Frontier
Deal found 4/30$207
This Frontier deal was found by Cheapflights users on 4/30. 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.
Sat 5/3012:44 pm
DTW
-
SJU
1 stop13h 24m
Frontier
Sat 6/63:03 am
SJU
-
DTW
1 stop8h 57m
Frontier
Deal found 4/30$212
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:44 pm
DTW
-
SJU
1 stop10h 38m
Frontier
Sat 6/68:13 pm
SJU
-
DTW
1 stop15h 47m
Frontier
Deal found 4/30$214
This Frontier deal was found by Cheapflights users on 5/2. 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.
Fri 7/312:44 am
ORD
-
SJU
Nonstop4h 57m
Frontier
Thu 7/97:14 pm
SJU
-
ORD
Nonstop5h 13m
Frontier
Deal found 5/2$218
This Frontier deal was found by Cheapflights users on 4/30. 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.
Mon 7/612:44 am
ORD
-
SJU
Nonstop5h 00m
Frontier
Sat 7/116:00 am
SJU
-
ORD
1 stop7h 25m
Frontier
Deal found 4/30$219
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Mon 7/612:44 am
ORD
-
SJU
Nonstop5h 00m
Frontier
Tue 7/77:14 pm
SJU
-
ORD
Nonstop5h 13m
Frontier
Deal found 5/2$220
This Priceline deal was found by Cheapflights users on 4/30. 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 5/193:55 pm
ORD
-
SJU
1 stop9h 13m
Frontier
Sat 5/236:00 am
SJU
-
ORD
1 stop7h 37m
Frontier
Deal found 4/30$221
This Priceline deal was found by Cheapflights users on 4/30. 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.
Fri 5/157:19 pm
DTW
-
SJU
1 stop17h 56m
Frontier
Sat 5/235:15 pm
SJU
-
DTW
1 stop7h 24m
Frontier
Deal found 4/30$221
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 8/115:14 pm
ORD
-
SJU
Nonstop4h 53m
American Airlines
Tue 8/187:14 pm
SJU
-
ORD
1 stop14h 46m
American Airlines
Deal found 5/4$222
This Priceline deal was found by Cheapflights users on 4/30. 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.
Sat 5/235:11 pm
ORD
-
SJU
1 stop13h 53m
Multiple Airlines
Thu 5/2811:39 am
SJU
-
ORD
Nonstop5h 10m
Multiple Airlines
Deal found 4/30$223
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sat 5/167:52 pm
ORD
-
SJU
1 stop18h 58m
Frontier
Tue 5/266:24 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Deal found 5/1$224
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Tue 5/268:05 am
ORD
-
SJU
1 stop6h 50m
Multiple Airlines
Fri 5/2911:39 am
SJU
-
ORD
Nonstop5h 10m
Multiple Airlines
Deal found 4/30$225

Find flight deals from Michigan to Caribbean

Keep the following information in mind while searching for Michigan to Caribbean flight deals. Data was last updated May 4, 2026.

Round-trip from

$207
(eDestinos)

One-way from

$96
(eDestinos)

Popular in

December

Cheapest in

August

Average price

$398

Good round-trip deal

$522 or less

Good one-way deal

$274 or less
From Michigan to Caribbean
Search Deals
One-way flight from Michigan to Caribbean
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Michigan to Caribbean.
Search Deals
Price to beat on a one-way flight from Michigan to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan 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 2,558,603 searches. Data last updated May 4, 2026.
Use the filters below to find and compare flights from Michigan to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Mon 5/11

4:35 pm-11:55 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Tue 5/12

5:05 am-4:15 pm

1 stop12h 10m

$326

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Fri 7/24

6:00 am-3:10 pm

1 stop9h 10m

Montego Bay Sangster Intl

Tue 7/28

4:12 pm-11:26 pm

1 stop7h 14m

$332

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 6/20

8:40 am-3:10 pm

1 stop6h 30m

Montego Bay Sangster Intl

Wed 6/24

4:12 pm-11:26 pm

1 stop7h 14m

$367

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 6/2

6:30 am-3:10 pm

1 stop8h 40m

Montego Bay Sangster Intl

Sat 6/6

4:12 pm-11:26 pm

1 stop7h 14m

$371

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 5/24

7:45 am-3:10 pm

1 stop7h 25m

Montego Bay Sangster Intl

Sun 6/7

4:12 pm-11:26 pm

1 stop7h 14m

$372

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 5/9

2:38 pm-8:34 pm

Nonstop4h 56m

San Juan Luis Munoz Marin Intl

Mon 5/11

3:56 pm-8:15 pm

Nonstop5h 19m

$372

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 5/16

1:06 pm-11:50 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Wed 5/20

3:56 pm-8:15 pm

Nonstop5h 19m

$387

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 7/3

1:40 pm-9:30 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Fri 7/10

10:20 pm-8:50 am

1 stop11h 30m

$411

DetroitPunta Cana

DTW - PUJ

DTWPUJ

Detroit Metropolitan Wayne County

Sun 6/7

6:00 am-1:30 pm

1 stop7h 30m

Punta Cana

Wed 6/10

3:35 pm-1:07 pm

1 stop21h 32m

$421

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sat 5/30

8:40 am-12:50 pm

Nonstop4h 10m

Montego Bay Sangster Intl

Sat 6/6

4:12 pm-11:26 pm

1 stop7h 14m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Michigan to Caribbean

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

How far ahead should I book a flight from Michigan to Caribbean?

To ensure you get the cheapest price possible for a flight from Michigan to Caribbean, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Michigan to Caribbean (average of $509). Flying from Michigan to Caribbean in December is currently the most expensive (average of $776). 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 CB?

Find hourly flight availability from Michigan 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 4, 2026.

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

Related info for your journey

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

    Southwest, United Airlines, and Air Canada can get you from Michigan to Caribbean in just under 6h 20m. Your travel time can differ by up to 21h 26m. The distance between Michigan and Caribbean is about 2057 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Frontier and United Airlines, as they are both options that can get you from Michigan to Caribbean for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Michigan 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.

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

    Currently, January is the cheapest month in which you can book a flight from Michigan to Caribbean (average of $509). Flying from Michigan to Caribbean in December is currently the most expensive (average of $776). 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

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to John F Kennedy Intl flights
Newark to San Francisco flights
San Francisco to Newark flights
John F Kennedy Intl to San Francisco flights
Los Angeles to Honolulu flights
San Francisco to LaGuardia flights
LaGuardia to San Francisco flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Dallas/Fort Worth flights
Dallas/Fort Worth to Seattle flights
Ontario to Honolulu flights
Burbank to Honolulu flights
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
LaGuardia to Miami flights
Newark to Miami flights
Los Angeles to Newark flights
Newark to Las Vegas flights
Newark to Heathrow flights
Long Beach to Honolulu flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Heathrow flights
Newark to Los Angeles flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Dallas/Fort Worth flights
Seattle to Los Angeles flights
Los Angeles to Seattle flights
Seattle to Las Vegas flights
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Miami flights
Dallas/Fort Worth to Newark flights
LaGuardia to O'Hare Intl flights
Los Angeles to Dallas/Fort Worth flights
John F Kennedy Intl to Orlando flights
Newark to O'Hare Intl flights
Dulles Intl to Dallas/Fort Worth flights
San Francisco to Las Vegas flights
LaGuardia to Atlanta flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Charles de Gaulle flights
O'Hare Intl to John F Kennedy Intl flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
San Francisco to Seattle flights
Seattle to Dallas/Fort Worth flights
Newark to Seattle flights
Los Angeles to Haneda flights
O'Hare Intl to Las Vegas flights

Top 8 airlines flying from Michigan to Caribbean

Discover the top 8 airlines that operate flights from Michigan 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 2,558,603 searches. Data last updated May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$366FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$132Average$462FlexibilityNo cancel feeOn-time65%
DeltaCheapest$178Average$697FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$211Average$515FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$224Average$617FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$669FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$265Average$455FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$345Average$684FlexibilityNo 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.