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$69+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Michigan to Caribbean

Keep the following information in mind while searching for Michigan to Caribbean flight deals. Data was last updated October 29, 2025.

Round-trip from

$192
(Cheapflightsfares)

One-way from

$69
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$282

Good round-trip deal

$400 or less

Good one-way deal

$204 or less
From Michigan to Caribbean
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One-way flight from Michigan to Caribbean
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Highest demand for flights based on searches. 14% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Michigan to Caribbean.
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Price to beat on a one-way flight from Michigan to Caribbean.
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Find 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 October 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:10 amDTW - SJU
1 stop10h 09mSpirit Airlines
Thu 11/139:28 pmSJU - DTW
1 stop13h 19mSpirit Airlines
Deal found 10/28$192
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 10/314:50 pmDTW - SJU
1 stop8h 54mSpirit Airlines
Thu 11/139:28 pmSJU - DTW
1 stop13h 19mSpirit Airlines
Deal found 10/27$198
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/96:10 amDTW - SJU
1 stop10h 09mSpirit Airlines
Sat 11/153:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/28$201
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amDTW - SJU
1 stop17h 16mSpirit Airlines
Mon 12/81:27 pmSJU - DTW
1 stop11h 32mSpirit Airlines
Deal found 10/27$204
This Expedia deal was found by Cheapflights users on 10/28. 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.
Wed 12/106:00 amDTW - SJU
1 stop17h 16mSpirit Airlines
Sun 12/144:10 amSJU - DTW
1 stop6h 58mSpirit Airlines
Deal found 10/28$205
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 10/314:50 pmDTW - SJU
1 stop8h 54mSpirit Airlines
Sat 11/153:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/27$207
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Fri 10/314:50 pmDTW - SJU
1 stop8h 54mSpirit Airlines
Wed 11/123:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/27$210
This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/272:53 pmDTW - SJU
1 stop10h 51mSpirit Airlines
Mon 11/38:34 pmSJU - DTW
1 stop14h 13mSpirit Airlines
Deal found 10/27$211
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Thu 11/2712:55 pmORD - SJU
1 stop11h 59mMultiple Airlines
Thu 12/410:42 amSJU - ORD
1 stop9h 54mMultiple Airlines
Deal found 10/28$212
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:50 pmDTW - SJU
1 stop8h 54mSpirit Airlines
Tue 11/43:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/28$212
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:53 pmDTW - SJU
1 stop10h 51mSpirit Airlines
Tue 11/43:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/26$213
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sun 11/96:10 amDTW - SJU
1 stop10h 09mSpirit Airlines
Wed 11/123:44 pmSJU - DTW
1 stop8h 45mSpirit Airlines
Deal found 10/28$214

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 October 29, 2025.
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

Mon 1/12

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Thu 1/15

8:35 am-11:57 am

Nonstop5h 22m

$218

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 1/19

5:33 am-2:30 pm

1 stop6h 57m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:00 am-5:45 pm

1 stop12h 45m

$227

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 1/24

6:20 pm-6:11 am

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:10 am-2:25 pm

1 stop8h 15m

$227

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 1/21

1:55 pm-11:59 pm

1 stop8h 04m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:27 pm-11:57 pm

1 stop7h 30m

$227

ChicagoSaint Thomas Island

ORD - STT

ORDSTT

Chicago O'Hare Intl

Mon 2/16

9:30 am-4:18 pm

Nonstop4h 48m

Saint Thomas Island Cyril E King

Thu 2/19

3:05 pm-6:45 pm

Nonstop5h 40m

$242

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 2/4

9:52 am-8:57 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:00 am-5:37 pm

1 stop12h 37m

$252

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 1/23

10:53 am-11:44 pm

1 stop10h 51m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:55 pm-10:26 pm

1 stop8h 31m

$252

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 1/19

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:05 am-9:40 am

1 stop9h 35m

$258

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 1/21

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Wed 1/28

12:10 pm-9:50 pm

1 stop11h 40m

$277

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 1/21

6:50 am-7:05 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Sat 1/31

5:30 am-2:45 pm

2 stops11h 15m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 $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 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 October 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 20% on flights from Michigan to Caribbean by exploring options for tickets in the afternoon.

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

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

Travelers seeking maximum savings on their Michigan to Caribbean 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. 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?

    United Airlines, Delta, and Southwest can get you from Michigan to Caribbean in just under 4h 40m. Your travel time can differ by up to 5h 35m. The distance between Michigan and Caribbean is about 2073 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, 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 $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

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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$386FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$152Average$422FlexibilityNo cancel feeOn-time65%
DeltaCheapest$235Average$706FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$256Average$688FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$264Average$681FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$266Average$522FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$281Average$608FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$385Average$753FlexibilityNo cancel feeOn-time63%

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