Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Indiana to Caribbean Islands from $51

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indiana to Caribbean Islands departing on 1/4. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Indiana to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Indiana to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Indiana to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Indiana to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Indiana to Caribbean Islands

Find recent round-trip train or bus tickets from Indiana to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$106Spirit Airlines
Find Deal
Wed, Jan 29 - Sat, Feb 8
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$116Spirit Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 18
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
Mon, Dec 16 - Fri, Dec 20
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
Mon, Dec 16 - Fri, Dec 20
8:44 pm - 9:35 amORD-SJU
10h 51m1 stop
6:35 am - 12:07 pmSJU-ORD
7h 32m1 stop
$168Frontier
Find Deal
Sat, Feb 22 - Thu, Feb 27
12:36 pm - 2:32 amMDW-SJU
11h 56m1 stop
12:59 am - 1:09 pmSJU-MDW
14h 10m1 stop
$168Frontier
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:38 pm - 1:29 pmORD-SJU
16h 51m1 stop
3:36 pm - 7:06 pmSJU-ORD
5h 30mnonstop
$206American Airlines
Find Deal
Sat, Dec 7 - Fri, Dec 13
6:38 pm - 1:29 pmORD-SJU
16h 51m1 stop
2:43 pm - 9:28 pmSJU-ORD
8h 45m1 stop
$210American Airlines
Find Deal
Sat, Dec 7 - Fri, Dec 13
10:05 am - 12:25 amMDW-SJU
12h 20m2 stops
2:55 pm - 7:45 pmSJU-MDW
6h 50m1 stop
$210Southwest
Find Deal
Tue, Jan 28 - Fri, Jan 31
1:20 pm - 12:40 amMDW-SJU
9h 20m1 stop
2:55 pm - 7:45 pmSJU-MDW
6h 50m1 stop
$257Southwest
Find Deal
Wed, Jan 15 - Thu, Jan 23
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$51Spirit Airlines
Find Deal
Sat, Jan 4
1:00 pm - 7:36 pmORD-SJU
4h 36mnonstop
$58Spirit Airlines
Find Deal
Wed, Jan 8
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
$76Frontier
Find Deal
Mon, Dec 9
4:58 pm - 2:02 amORD-SJU
7h 04m1 stop
$83Frontier
Find Deal
Mon, Dec 9
11:15 am - 10:22 pmORD-SJU
9h 07m1 stop
$105United Airlines
Find Deal
Sat, Jan 25
7:00 am - 2:53 pmORD-NAS
6h 53m1 stop
$121JetBlue
Find Deal
Sat, Jan 25
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
$121United Airlines
Find Deal
Mon, Dec 9
11:44 am - 7:35 pmORD-SJU
6h 51m1 stop
$175JetBlue
Find Deal
Tue, Mar 18
3:04 pm - 11:22 amORD-NAS
19h 18m1 stop
$234Copa Airlines
Find Deal
Sun, Mar 30
3:04 pm - 11:34 amORD-PUJ
19h 30m1 stop
$291Copa Airlines
Find Deal
Sun, Mar 9
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
8:31 pm - 11:58 pmSJU-ORD
5h 27mnonstop
$201Spirit Airlines
Find Deal
Fri, Nov 29 - Tue, Dec 24
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
$224Spirit Airlines
Find Deal
Fri, Nov 29 - Wed, Dec 4
6:30 pm - 1:29 amORD-SJU
28h 59m1 stop
2:17 pm - 5:47 pmSJU-ORD
5h 30mnonstop
Thu, Nov 28 - Wed, Dec 4
11:51 am - 11:40 pmORD-SJU
9h 49m1 stop
3:54 am - 10:28 amSJU-ORD
8h 34m1 stop
Fri, Nov 29 - Mon, Dec 23
2:31 pm - 11:14 pmMDW-SJU
6h 43m1 stop
6:20 am - 11:42 amSJU-MDW
7h 22m1 stop
$314Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
6:30 pm - 1:29 amORD-SJU
28h 59m1 stop
3:03 pm - 8:24 amSJU-ORD
19h 21m1 stop
$330Frontier
Find Deal
Thu, Nov 28 - Wed, Dec 4
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
2:05 am - 8:59 amSJU-ORD
8h 54m1 stop
$398United Airlines
Find Deal
Sat, Nov 30 - Tue, Dec 3
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$399United Airlines
Find Deal
Wed, Nov 27 - Thu, Nov 28
6:54 am - 11:15 amORD-MBJ
27h 21m1 stop
12:15 pm - 12:16 pmMBJ-ORD
25h 01m1 stop
$526Copa Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
6:54 am - 11:15 amORD-MBJ
27h 21m1 stop
12:15 pm - 12:16 pmMBJ-ORD
25h 01m1 stop
$529Copa Airlines
Find Deal
Tue, Nov 26 - Sat, Nov 30
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$157Spirit Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 23
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$158Spirit Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
1:44 pm - 8:21 pmORD-SJU
4h 37mnonstop
9:26 pm - 12:51 amSJU-ORD
5h 25mnonstop
$159Spirit Airlines
Find Deal
Thu, Jan 9 - Thu, Jan 16
8:05 am - 1:45 pmORD-SJU
4h 40mnonstop
3:10 pm - 7:25 pmSJU-ORD
5h 15mnonstop
$201American Airlines
Find Deal
Tue, May 6 - Thu, May 8
6:20 am - 12:49 pmORD-PUJ
4h 29mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$222Frontier
Find Deal
Fri, Jan 10 - Thu, Jan 16
6:10 am - 1:00 pmORD-PUJ
4h 50mnonstop
6:54 pm - 10:11 pmPUJ-ORD
5h 17mnonstop
$276Frontier
Find Deal
Sun, Feb 2 - Thu, Feb 6
9:00 am - 3:38 pmORD-SJU
4h 38mnonstop
8:35 am - 11:54 amSJU-ORD
5h 19mnonstop
$303United Airlines
Find Deal
Sun, Dec 8 - Wed, Dec 11
2:20 pm - 8:55 pmORD-SJU
4h 35mnonstop
4:52 pm - 8:11 pmSJU-ORD
5h 19mnonstop
$308United Airlines
Find Deal
Mon, Dec 9 - Fri, Dec 13
8:05 am - 2:40 pmORD-SJU
4h 35mnonstop
3:36 pm - 7:06 pmSJU-ORD
5h 30mnonstop
$333American Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
9:05 am - 2:20 pmORD-MBJ
4h 15mnonstop
2:48 pm - 6:10 pmMBJ-ORD
4h 22mnonstop
Mon, Jan 6 - Mon, Jan 13

Southwest flights from Indiana to Caribbean Islands

Our best Southwest deals on Indiana to Caribbean Islands flight tickets
Southwest
Jan 28
MDW10:05 amChicago Midway
12h 20m
2 stops
SJU12:25 amSan Juan Luis Munoz Marin Intl
Jan 31
SJU2:55 pmSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
MDW7:45 pmChicago Midway
Southwest
Jan 15
MDW1:20 pmChicago Midway
9h 20m
1 stop
SJU12:40 amSan Juan Luis Munoz Marin Intl
Jan 23
SJU2:55 pmSan Juan Luis Munoz Marin Intl
6h 50m
1 stop
MDW7:45 pmChicago Midway
Southwest
Jan 25
MDW12:50 pmChicago Midway
8h 50m
1 stop
SJU11:40 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 50m
2 stops
MDW4:50 pmChicago Midway

Delta flights from Indiana to Caribbean Islands

Our best Delta deals on Indiana to Caribbean Islands flight tickets
Delta
Jan 21
MDW12:44 pmChicago Midway
9h 02m
1 stop
SJU11:46 pmSan Juan Luis Munoz Marin Intl
Jan 24
SJU7:30 amSan Juan Luis Munoz Marin Intl
10h 51m
1 stop
MDW4:21 pmChicago Midway
Delta
Jan 21
ORD5:45 amChicago O'Hare Intl
7h 40m
1 stop
PUJ3:25 pmPunta Cana
Feb 27
PUJ2:02 pmPunta Cana
8h 46m
1 stop
ORD8:48 pmChicago O'Hare Intl
Delta
Dec 8
ORD5:40 amChicago O'Hare Intl
8h 44m
1 stop
PUJ4:24 pmPunta Cana
Dec 11
PUJ5:49 pmPunta Cana
8h 09m
1 stop
ORD11:58 pmChicago O'Hare Intl

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Indiana to Caribbean Islands

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 day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Indiana to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $366. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $494. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

Can stopping save me money on Indiana to Caribbean Islands flights?

You could potentially save up to 56% on your flight if you consider stops on a Indiana to Caribbean Islands flight.

Cheap Indiana to Caribbean Islands flight deals and tips

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

Best Price Found

$51

Fastest flight time

3h 21m

Direct flights

Every day

Airports in Caribbean Islands

4 airports
The best one-way flight to Caribbean Islands from Indiana in the past 72 hours is $51. The best round-trip flight deal from Indiana to Caribbean Islands found on momondo in the last 72 hours is $106.
The fastest flight from Indiana to Caribbean Islands takes 3h 21m
Direct flights go from Indiana to Caribbean Islands every day.
There are 4 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ), San Juan Luis Munoz Marin Intl (SJU)

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Indiana to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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


Best airlines flying from Indiana to Caribbean Islands

Compare and see reviews for airlines that fly from Indiana to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $110Free CancellationRating
6.1
3,526 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $180Free CancellationRating
6.3
8,176 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $247Free CancellationRating
7.4
9,156 reviews
Search United Airlines flights
DeltaPriceFrom $254Free CancellationRating
8.0
8,734 reviews
Search Delta flights
American AirlinesPriceFrom $265Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $349Free CancellationRating
8.1
4,984 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Indiana to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Indiana with this policy.

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

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Indiana. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Indiana to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.


An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Sat 11/30
Sat 12/7
Email me momondo's favorite deals

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo