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$61+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SJU
feb. 27 — mar. 61
vie. 2/27
vie. 3/6
1 adult, Economy
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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 enero 28, 2026.

This Rumbo deal was found by Cheapflights users on 1/26. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/27:44 am
ORD
-
SJU
1 stop9h 39m
JetBlue
mié. 2/119:25 am
SJU
-
ORD
1 stop12h 06m
JetBlue
Deal found 1/26$185
This Expedia deal was found by Cheapflights users on 1/26. 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.
lun. 2/212:17 pm
ORD
-
SJU
Nonstop4h 32m
Multiple Airlines
lun. 2/911:15 am
SJU
-
ORD
1 stop30h 37m
Multiple Airlines
Deal found 1/26$186
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
mar. 2/247:00 am
ORD
-
SJU
1 stop6h 31m
Spirit Airlines
vie. 3/612:32 pm
SJU
-
ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/27$187
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
mar. 2/247:00 am
ORD
-
SJU
1 stop6h 31m
Multiple Airlines
mié. 3/43:53 am
SJU
-
ORD
1 stop8h 53m
Multiple Airlines
Deal found 1/27$188
This Mytrip deal was found by Cheapflights users on 1/27. 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.
mar. 2/312:17 pm
ORD
-
SJU
Nonstop4h 32m
Spirit Airlines
mar. 2/101:22 pm
SJU
-
ORD
Nonstop5h 15m
Spirit Airlines
Deal found 1/27$189
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
lun. 2/233:50 pm
ORD
-
SJU
1 stop6h 53m
Multiple Airlines
jue. 3/121:29 am
SJU
-
ORD
Nonstop5h 16m
Multiple Airlines
Deal found 1/27$190
This JetBlue deal was found by Cheapflights users on 1/27. 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.
lun. 2/2310:00 am
ORD
-
SJU
1 stop10h 53m
JetBlue
mar. 2/245:10 am
SJU
-
ORD
1 stop8h 49m
JetBlue
Deal found 1/27$191
This JetBlue deal was found by Cheapflights users on 1/27. 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.
mié. 4/88:15 am
ORD
-
SJU
1 stop9h 25m
JetBlue
jue. 4/911:00 am
SJU
-
ORD
1 stop11h 33m
JetBlue
Deal found 1/27$192
This Priceline deal was found by Cheapflights users on 1/26. 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.
sáb. 4/1110:55 am
ORD
-
SJU
1 stop12h 03m
Spirit Airlines
lun. 4/131:29 am
SJU
-
ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/26$193
This CheapOair deal was found by Cheapflights users on 1/26. 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.
jue. 4/169:14 am
MDW
-
SJU
1 stop15h 47m
Frontier
sáb. 4/258:00 am
SJU
-
MDW
1 stop9h 13m
Frontier
Deal found 1/26$193
This Orbitz deal was found by Cheapflights users on 1/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/1812:22 pm
ORD
-
SJU
Nonstop4h 31m
Multiple Airlines
mar. 3/243:26 am
SJU
-
ORD
1 stop8h 59m
Multiple Airlines
Deal found 1/25$195
This CheapOair deal was found by Cheapflights users on 1/27. 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.
sáb. 4/114:21 pm
ORD
-
SJU
1 stop8h 40m
Multiple Airlines
lun. 4/131:29 am
SJU
-
ORD
Nonstop5h 16m
Multiple Airlines
Deal found 1/27$196

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 enero 28, 2026.

Round-trip from

$185
(Orbitz)

One-way from

$61
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$318

Good round-trip deal

$490 or less

Good one-way deal

$318 or less
From Michigan to Caribbean
Search Deals
One-way flight from Michigan to Caribbean
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 enero 28, 2026.
Use the filters below to find and compare flights from Michigan to Caribbean that are best for you.

Fly from

Michigan

Fly to

Caribbean

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

lun. 2/16

10:00 am-10:53 pm

1 stop10h 53m

San Juan Luis Munoz Marin Intl

vie. 2/27

1:44 pm-10:59 pm

1 stop11h 15m

$191

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mar. 6/2

3:15 pm-1:59 am

1 stop9h 44m

San Juan Luis Munoz Marin Intl

mar. 6/9

12:30 pm-7:26 pm

1 stop7h 56m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 2/19

10:00 am-10:53 pm

1 stop10h 53m

San Juan Luis Munoz Marin Intl

mié. 2/25

5:10 am-12:04 pm

1 stop8h 54m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 4/9

10:00 am-10:01 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

vie. 4/17

11:59 pm-7:41 am

1 stop8h 42m

$215

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mié. 5/20

3:15 pm-2:07 am

1 stop9h 52m

San Juan Luis Munoz Marin Intl

mar. 5/26

3:30 am-2:20 pm

1 stop11h 50m

$217

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

vie. 5/1

12:22 pm-5:54 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

mar. 5/5

12:22 pm-4:37 pm

Nonstop5h 15m

$219

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 5/7

8:31 am-6:30 pm

1 stop8h 59m

San Juan Luis Munoz Marin Intl

lun. 5/11

11:59 pm-9:48 am

1 stop10h 49m

$221

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mié. 2/25

12:59 pm-12:29 am

1 stop9h 30m

San Juan Luis Munoz Marin Intl

lun. 3/9

4:15 am-11:48 am

1 stop8h 33m

$229

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb. 4/4

7:45 am-6:40 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

mar. 4/14

11:25 pm-8:51 am

1 stop10h 26m

$229

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 3/19

11:00 am-10:09 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

mié. 3/25

3:26 am-11:25 am

1 stop8h 59m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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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

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

Currently, September is the cheapest month in which you can book a flight from Michigan to Caribbean (average of $132). Flying from Michigan to Caribbean in April is currently the most expensive (average of $206). 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 enero 28, 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.

Weekly flight availability from Michigan to Caribbean

Explore weekly flight availability from Michigan to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated enero 28, 2026.

The most flights from USMI to 0CB are scheduled on a Monday (2 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (1 on average).

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?

    JetBlue, WorldTicket, and Delta can get you from Michigan to Caribbean in just under 4h 45m. Your travel time can differ by up to 6h 08m. The distance between Michigan and Caribbean is about 1982 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 Delta, 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, September is the cheapest month in which you can book a flight from Michigan to Caribbean (average of $132). Flying from Michigan to Caribbean in April is currently the most expensive (average of $206). 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.
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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 enero 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$276FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$138Average$415FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$661FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$182Average$506FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$216Average$451FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$226Average$627FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$665FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$353Average$693FlexibilityNo cancel feeOn-time63%

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