Cheap flights from Chicago to Caribbean
Travel > Caribbean
Travel tip: San Juan boasts numerous museums, hotels, historical buildings, beaches, restaurants and shopping centers. In San Juan there are a lot of attractions, for example: Ocean Park, Old San Juan, Isla Verde and CondadoCheck our current prices for flights from Chicago to Caribbean. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Caribbean, you will need to run a search below.
Search and Compare cheap Flights
Book your flight now with Cheapoair.com and save!
Cheap San Juan airfares from $158/RT are provided by Cheapoair.com. Outbound flight is leaving on 11/26/2020, 02:15 pm from Chicago O`hare (ORD) airport and arrives at San Juan Marin Intl (SJU) at 11:07 pm. The flight time is 8 hours and 52 minutes. The Returning flight departes on 12/01/2020, 07:11 pm (other return dates are also available). Date posted: 18 Oct 2020
Price evolution for flights From Chicago To Caribbean
Recent Deals on Flights from Chicago to Caribbean:Roundtrip / Oneway
- $158
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 11/26/2020 02:15 pm San Juan, PR (SJU) Chicago, IL (ORD) 12/01/2020 07:11 pm - $187 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 12/01/2020 05:10 am San Juan, PR (SJU) Chicago, IL (ORD) 12/12/2020 01:10 am - $209 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) St. Thomas Island, VI (STT) 11/17/2020 04:45 pm St. Thomas Island, VI (STT) Chicago, IL (ORD) 11/24/2020 04:40 pm - $236 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) St. Thomas Island, VI (STT) 11/14/2020 05:30 am St. Thomas Island, VI (STT) Chicago, IL (ORD) 11/26/2020 03:30 pm - $245
Jetblue Airways
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Saint Maarten, AN (SXM) 12/09/2020 05:50 pm Saint Maarten, AN (SXM) Chicago, IL (ORD) 12/15/2020 03:51 pm - $60 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 11/12/2020 02:29 pm - $81 Jetblue Airways
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Juan, PR (SJU) 11/12/2020 05:50 pm - $88 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) St. Thomas Island, VI (STT) 12/02/2020 05:30 am - $89 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) St. Thomas Island, VI (STT) 11/06/2020 04:45 pm - $92 Jetblue Airways
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) Nassau, BS (NAS) 11/12/2020 05:50 pm
Recently found cheap flight deals
Las Vegas To Toronto Alaska Airlines airfares from Las Vegas in December
$361 Depart: 12/12/2020
Return: 12/25/2020
provided by Cheapoair.com
Los Angeles To Budapest Multiple Airlines airfares from Los Angeles in November
$809 Depart: 11/27/2020
Return: 12/07/2020
provided by Cheapoair.com
San Diego To Paris Multiple Airlines airfares from San Diego in November
$1064 Depart: 11/19/2020
Return: 12/03/2020
provided by Cheapoair.com
Little Rock To Phoenix Alaska Airlines airfares from Little Rock in November
$3430 Depart: 11/28/2020
Return: 12/05/2020
provided by Cheapoair.com
Indianapolis To Aruba Multiple Airlines airfares from Indianapolis in November
$636 Depart: 11/12/2020
Return: 11/24/2020
provided by Cheapoair.com
Boston To Durham Spirit Airlines airfares from Boston in November
$221 Depart: 11/08/2020
Return: 11/13/2020
provided by Cheapoair.com
Durham To Madrid Tap airways airfares from Durham in November
$649 Depart: 11/02/2020
Return: 11/13/2020
provided by Cheapoair.com
New York City To Atlanta Jetblue Airways airfares from New York City in November
$258 Depart: 11/25/2020
Return: 12/02/2020
provided by Cheapoair.com
Reno To Orlando Alaska Airlines airfares from Reno in December
$666 Depart: 12/15/2020
Return: 12/23/2020
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Chicago to Caribbean, Caribbean hotel rooms and Chicago to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.
Know what to do when flying to Caribbean?
San Juan Travel Guide Located in the Caribbean, in the Northern Coastal Plains of the island Puerto Rico, San Juan is the capital of this island. Known as "La Ciudad Amurallada" (the walled city), San Juan is an important port and also the oldest city in [...]San Juan History San Juan, also known as “La Ciudad Amurallada”, occupies a land of 122 square kilometer and houses 442,447 inhabitants. The city is positioned in the Northern Coastal Plains and lying under the Karsts zone to the north of Caguas and [...]
San Juan Sightseeing Once you set foot on the soil of San Juan, you will feel as if you were taken back 500 years ago in 1508. In this city, you will experience firsthand what Latin American culture really is like. Though covered by a wall, San Juan never fails to [...]
San Juan Nightlife Like most cities, the San Juan night scene also comes alive during the weekends. Clubs, bars, discos and a lot more are to be found here. Whatever your action is, there is surely something for you in San Juan. The majority of those who go out [...]
© Copyright 2004 - 2020 Travelgrove, Inc.