Cheap flights from Chicago to Jamaica

Travel > Caribbean > Jamaica

Check our current prices for flights from Chicago to Jamaica. 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 Jamaica, you will need to run a search below.

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From $313 / RT details

Book your flight now with Cheapoair.com and save!

Cheap Montego Bay airfares from $313/RT are provided by Cheapoair.com. Outbound flight is leaving on 01/08/2025, 05:00 am from Chicago O`hare (ORD) airport and arrives at Montego Bay Sangster (MBJ) at 01:30 pm. The flight time is 8 hours and 30 minutes. The Returning flight departes on 01/16/2025, 01:16 pm (other return dates are also available). Date posted: 17 Dec 2024

Price evolution for flights From Chicago To Jamaica

Price overview for flights from Chicago to Jamaica

Recent Deals on Flights from Chicago to Jamaica:Roundtrip / Oneway

  • $313Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/08/202505:00 am
    Montego Bay, JM (MBJ)Chicago, IL (ORD)01/16/202501:16 pm
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  • $387Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/02/202508:14 pm
    Montego Bay, JM (MBJ)Chicago, IL (ORD)01/11/202502:47 pm
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  • $400Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/08/202505:00 am
    Montego Bay, JM (MBJ)Chicago, IL (ORD)01/16/202511:44 am
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  • $403Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/02/202509:45 pm
    Montego Bay, JM (MBJ)Chicago, IL (ORD)01/11/202502:47 pm
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  • $421Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Kingston, JM (KIN)02/12/202505:05 am
    Kingston, JM (KIN)Chicago, IL (ORD)03/05/202510:47 am
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  • $151Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/15/202505:11 am
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  • $161Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Montego Bay, JM (MBJ)01/15/202506:52 pm
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  • $173Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Montego Bay, JM (MBJ)01/15/202512:42 pm
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  • $212Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Kingston, JM (KIN)12/29/202408:14 pm
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  • $259Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Kingston, JM (KIN)12/28/202409:35 pm
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Specify your search details. Browse the cheapest flights from Chicago to Jamaica, Jamaica hotel rooms and Chicago to Jamaica vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to Jamaica?

Kingston Travel Guide Jamaica, in West Indies, is one of the picture perfect islands belonging to the Caribbean archipelago. The verdant greenery of the damp tropical forests crisscrossed by amazingly beautiful sharp streams, towering trees that filter the [...]
Kingston History Kingston is a Canadian city situated on the east end of Lake Ontario, the place where Thousand Islands start and where the lake falls into St. Lawrence River. It is a county seat for Frontenac County and has been nicknamed as ‘Limestone [...]
Kingston Sightseeing There are many Kingstons around the world, but there is only one Kingston, Jamaica.  Many people may have overlooked all of the wrong doing in Kingston but have not given it a chance to become a great commercial and cultural capital. The one [...]
Kingston Nightlife Jamaica - the LAND OF REGGAE, RASTAFARIAN’S and CALYPSO has something to offer everyone. If you visit Kingston - the Mecca of music, you cannot do without swaying to the enchanting rhythmic beats of Reggae and calypso. In fact, Jamaica gave [...]
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