Cheap flights from Illinois to Caribbean

Travel > Caribbean

Looking for cheap flights to Caribbean? We have several useful tools to help you find the flight offer you are looking for. You can enter your search details into the box on the left and compare the current prices of our providers. You can also browse the table below containing the cheapest flights to Caribbean found by Travelgrove users for the next 6 months. Scrolling down you will find one more handy info box with the most recently found Caribbean flight offers. Check the page from top to bottom and pick the flight that suits you best!

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
OctNovDecJanFebMarAprMayJunJulAugSep
$494$357$330$418$458$529$531$460$526$345check
fares
check
fares
more
Chicago 

Check current prices for flights to Caribbean at our partners' sites:

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
BookingbuddyCheapoairDealBasePricelineTripAdvisorTravelgrove@traveldeals.comTravelocity
 

Check our newest flight offers to Caribbean:

  • $330US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)12/01/201404:00 pm
    Montego Bay, JM (MBJ)Chicago, IL (ORD)12/05/201401:45 pm
    flighthub.com check price
  • $345US Airways flight US Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)07/15/201508:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)07/25/201505:40 pm
    faregeek.com check price
  • $426United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Punta Cana, DO (PUJ)11/15/201407:40 pm
    Punta Cana, DO (PUJ)Chicago, IL (ORD)11/23/201402:41 pm
    faregeek.com check price
  • $460Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Nassau, BS (NAS)05/20/201505:45 am
    Nassau, BS (NAS)Chicago, IL (ORD)05/24/201505:35 pm
    flighthub.com check price
  • $526Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aruba, AW (AUA)06/05/201508:20 pm
    Aruba, AW (AUA)Chicago, IL (ORD)06/12/201503:27 pm
    faregeek.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesPhoenix To Columbia Multiple Airlines airfares from Phoenix in August
$498 Depart: 08/13/2014
Return: 08/26/2014

provided by FareDepot

Multiple AirlinesHonolulu To Denver Multiple Airlines airfares from Honolulu in February
$809 Depart: 02/24/2015
Return: 03/10/2015

provided by FlightHub

United AirlinesRichmond To Boston United Airlines airfares from Richmond in October
$184 Depart: 10/24/2014
Return: 11/07/2014

provided by FlightHub

Multiple AirlinesChicago To Vadodara Multiple Airlines airfares from Chicago in July
$1723 Depart: 07/01/2015
Return: 07/31/2015

provided by FlightHub

United AirlinesSeattle To Boise United Airlines airfares from Seattle in October
$225 Depart: 10/25/2014
Return: 11/03/2014

provided by FareDepot

American AirlinesKnoxville To Dallas American Airlines airfares from Knoxville in October
$422 Depart: 10/23/2014
Return: 10/26/2014

provided by FareDepot

Multiple AirlinesMinneapolis To Reykjavik Multiple Airlines airfares from Minneapolis in August
$1117 Depart: 08/03/2014
Return: 08/13/2014

provided by FlightHub

Multiple AirlinesChicago To Marrakesh Multiple Airlines airfares from Chicago in December
$1176 Depart: 12/15/2014
Return: 01/12/2015

provided by FlightHub

Multiple AirlinesHouston To Florence Multiple Airlines airfares from Houston in July
$2702 Depart: 07/07/2014
Return: 07/12/2014

provided by FlightHub

 

Specify your search details. Browse the cheapest flights from Illinois to Caribbean, Caribbean hotel rooms and Illinois to Caribbean vacation packages from the most popular providers, airline consolidators and travel search engines.

San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview

more Caribbean travel deals

   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*