Cheap flights from Caribbean to Indiana from $88

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Indiana departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
4:34 pm - 8:49 pm
SJU
-
ORD
5h 15mnonstop
Spirit Airlines Logo
4:44 pm - 10:21 pm
ORD
-
SJU
4h 37mnonstop
$152Spirit Airlines
Thu, Apr 30 - Mon, May 4
Spirit Airlines Logo
4:34 pm - 8:49 pm
SJU
-
ORD
5h 15mnonstop
Spirit Airlines Logo
4:44 pm - 10:21 pm
ORD
-
SJU
4h 37mnonstop
$157Spirit Airlines
Thu, Apr 30 - Mon, May 4
Frontier Logo
6:09 pm - 11:13 pm
SJU
-
ORD
30h 04m
1 stop
Frontier Logo
3:55 pm - 2:08 am
ORD
-
SJU
9h 13m
1 stop
$159Frontier
Fri, May 8 - Tue, May 12
Multiple Airlines Logo
11:30 am - 11:59 pm
SJU
-
ORD
13h 29m
1 stop
Multiple Airlines Logo
4:44 pm - 10:21 pm
ORD
-
SJU
4h 37mnonstop
$160Multiple Airlines
Sat, May 2 - Mon, May 4
Multiple Airlines Logo
3:37 pm - 11:24 pm
SJU
-
ORD
8h 47m
1 stop
Multiple Airlines Logo
4:44 pm - 10:21 pm
ORD
-
SJU
4h 37mnonstop
$165Multiple Airlines
Fri, May 1 - Mon, May 4
Frontier Logo
3:03 am - 3:57 pm
SJU
-
MDW
13h 54m
1 stop
Frontier Logo
4:52 pm - 2:08 am
MDW
-
SJU
8h 16m
1 stop
$176Frontier
Thu, May 7 - Mon, May 11
United Airlines Logo
1:52 pm - 6:15 pm
MBJ
-
ORD
4h 23mnonstop
United Airlines Logo
9:56 pm - 1:30 pm
ORD
-
MBJ
15h 34m
1 stop
$286United Airlines
Sat, May 16 - Mon, May 18
United Airlines Logo
4:33 pm - 12:45 am
MBJ
-
ORD
8h 12m
1 stop
United Airlines Logo
9:40 pm - 3:10 pm
ORD
-
MBJ
17h 30m
1 stop
$292United Airlines
Sun, Jun 21 - Sat, Jun 27
American Airlines Logo
10:17 am - 7:22 pm
MBJ
-
ORD
9h 05m
1 stop
American Airlines Logo
8:46 pm - 9:13 am
ORD
-
MBJ
12h 27m
1 stop
$296American Airlines
Fri, May 8 - Fri, May 15
American Airlines Logo
10:17 am - 5:58 pm
MBJ
-
ORD
7h 41m
1 stop
American Airlines Logo
9:02 pm - 9:10 am
ORD
-
MBJ
12h 08m
2 stops
$301American Airlines
Thu, May 14 - Sat, Sep 12

Spirit Airlines flights from Caribbean to Indiana

Our best Spirit Airlines deals on Caribbean to Indiana flight tickets
Spirit Airlines
May 1
SJU12:57 pmSan Juan Luis Munoz Marin Intl
12h 27m
1 stop
ORD12:24 amChicago O'Hare Intl
May 4
ORD4:44 pmChicago O'Hare Intl
4h 37m
SJU10:21 pmSan Juan Luis Munoz Marin Intl
$147
Spirit Airlines
Apr 23
SJU4:34 pmSan Juan Luis Munoz Marin Intl
5h 15m
ORD8:49 pmChicago O'Hare Intl
Apr 27
ORD5:05 amChicago O'Hare Intl
13h 17m
1 stop
SJU7:22 pmSan Juan Luis Munoz Marin Intl
$149
Spirit Airlines
Apr 30
SJU4:34 pmSan Juan Luis Munoz Marin Intl
5h 15m
ORD8:49 pmChicago O'Hare Intl
May 4
ORD4:44 pmChicago O'Hare Intl
4h 37m
SJU10:21 pmSan Juan Luis Munoz Marin Intl
$150

Frontier flights from Caribbean to Indiana

Our best Frontier deals on Caribbean to Indiana flight tickets
Frontier
May 8
SJU6:09 pmSan Juan Luis Munoz Marin Intl
30h 04m
1 stop
ORD11:13 pmChicago O'Hare Intl
May 12
ORD3:55 pmChicago O'Hare Intl
9h 13m
1 stop
SJU2:08 amSan Juan Luis Munoz Marin Intl
$159
Frontier
May 8
SJU6:46 pmSan Juan Luis Munoz Marin Intl
24h 58m
1 stop
ORD6:44 pmChicago O'Hare Intl
May 10
ORD7:30 amChicago O'Hare Intl
14h 58m
1 stop
SJU11:28 pmSan Juan Luis Munoz Marin Intl
$176
Frontier
May 2
SJU11:30 amSan Juan Luis Munoz Marin Intl
13h 29m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 4
ORD2:10 pmChicago O'Hare Intl
8h 33m
1 stop
SJU11:43 pmSan Juan Luis Munoz Marin Intl
$186

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Indiana 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, momondo users made 832,500 searches. Data last updated April 18, 2026.
Use the filters below to find and compare flights from Caribbean to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/30

4:34 pm-8:49 pm

Nonstop5h 15m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$152

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 4/30

4:34 pm-8:49 pm

Nonstop5h 15m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$157

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/8

6:09 pm-11:13 pm

1 stop30h 04m

Chicago O'Hare Intl

Tue 5/12

3:55 pm-2:08 am

1 stop9h 13m

$159

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Sat 5/2

11:30 am-11:59 pm

1 stop13h 29m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$160

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/1

3:37 pm-11:24 pm

1 stop8h 47m

Chicago O'Hare Intl

Mon 5/4

4:44 pm-10:21 pm

Nonstop4h 37m

$165

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 5/7

3:03 am-3:57 pm

1 stop13h 54m

Chicago Midway

Mon 5/11

4:52 pm-2:08 am

1 stop8h 16m

$176

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sat 5/16

1:52 pm-6:15 pm

Nonstop4h 23m

Chicago O'Hare Intl

Mon 5/18

9:56 pm-1:30 pm

1 stop15h 34m

$286

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Sun 6/21

4:33 pm-12:45 am

1 stop8h 12m

Chicago O'Hare Intl

Sat 6/27

9:40 pm-3:10 pm

1 stop17h 30m

$292

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/8

10:17 am-7:22 pm

1 stop9h 05m

Chicago O'Hare Intl

Fri 5/15

8:46 pm-9:13 am

1 stop12h 27m

$296

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 5/14

10:17 am-5:58 pm

1 stop7h 41m

Chicago O'Hare Intl

Sat 9/12

9:02 pm-9:10 am

2 stops12h 08m

$301

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Indiana from

How to get the cheapest flight ticket from Caribbean to Indiana

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Indiana?

The cheapest month to fly to Indiana from Caribbean is in January. Flight prices, which tend to average around $235, are often lower during this time because this is during the off-season. The month of October is another great option to travel to Indiana, with average flight prices from Caribbean averaging around $310.

What is the cheapest Caribbean to Indiana flight route?

Fly from San Juan Luis Munoz Marin Intl to Indianapolis for the best Caribbean - Indiana flight prices

How far in advance should I book a flight to Indiana?

You are more likely to see cheaper flights to Indiana from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Indiana for around $364 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Indiana from Caribbean for as low as $257 on momondo.

What cabin class options are available on Caribbean to Indiana flights?

There is only 1 cabin class available to choose from on Caribbean to Indiana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Caribbean to Indiana flights?

You could potentially save up to 58% on your flight if you consider stops on a Caribbean to Indiana flight.

Cheap Caribbean to Indiana flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean to Indiana

Fastest flight time

3h 51m

Direct flights

Every day

Airports in Indiana

94 airports
The fastest flight from Caribbean to Indiana takes 3h 51m
Direct flights go from Caribbean to Indiana every day.
There are 94 airports in Indiana. From Caribbean there are direct flights to Chicago O'Hare Intl (ORD), Indianapolis (IND).

Frequently asked questions about flying from Caribbean to Indiana

  • When did momondo last update prices for flights from Caribbean to Indiana?

    Prices for flights from Caribbean to Indiana are refreshed on a daily basis.

  • How many operators does momondo search for flights from Caribbean to Indiana?

  • How old do you have to be to fly from Caribbean to Indiana?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Indiana.

  • What documentation or ID do you need to fly to Indiana?

    The necessary travel and health documents for your Indiana trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Caribbean to Indiana?

Best airlines flying from Caribbean to Indiana

Compare and see reviews for airlines that fly from Caribbean to Indiana with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $118Free CancellationRating
7.9
8,422 reviews
Search Delta flights
FrontierPriceFrom $194Free CancellationRating
5.7
2,987 reviews
Search Frontier flights
SouthwestPriceFrom $215Free CancellationRating
8.0
4,328 reviews
Search Southwest flights
United AirlinesPriceFrom $232Free CancellationRating
7.4
9,605 reviews
Search United Airlines flights
American AirlinesPriceFrom $235Free CancellationRating
7.1
11,617 reviews
Search American Airlines flights
Spirit AirlinesPriceFrom $326Free CancellationRating
6.3
8,626 reviews
Search Spirit Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean to Indiana?

It is quick and easy to find Caribbean to Indiana flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Indiana that suits you.

Can I find flights from Caribbean to Indiana with flexible booking policies on momondo?

Flights from Caribbean to Indiana with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Caribbean to Indiana?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Indiana from Caribbean.

I’m not ready to book a flight from Caribbean to Indiana right now. Can momondo alert me if prices change?

Price alerts on flights to Indiana from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Mon 5/18
Mon 5/25

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