ONT> San Juan, Puerto Rico: $305 round-trip- Mar-May

ONT > San Juan, Puerto Rico: $305 round-trip- Mar-May

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LAX> Oranjestad, Aruba: $353 round-trip- Aug-Oct

LAX > Oranjestad, Aruba: $353 round-trip- Aug-Oct

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LAX> Willemstad, Curaçao: $479 round-trip- Aug-Oct

LAX > Willemstad, Curaçao: $479 round-trip- Aug-Oct

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ONT> Piarco, Trinidad and Tobago: $459 round-trip- Aug-Oct

ONT > Piarco, Trinidad and Tobago: $459 round-trip- Aug-Oct

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LAX> George Town, Cayman Islands: $398 round-trip- Jan-Mar

LAX > George Town, Cayman Islands: $398 round-trip- Jan-Mar

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LAX> Montego Bay, Jamaica: $441 round-trip- Aug-Oct

LAX > Montego Bay, Jamaica: $441 round-trip- Aug-Oct

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ONT> San Juan, Puerto Rico: $355 round-trip- Apr-Jun

ONT > San Juan, Puerto Rico: $355 round-trip- Apr-Jun

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LAX> Oranjestad, Aruba: $373 round-trip- Aug-Oct

LAX > Oranjestad, Aruba: $373 round-trip- Aug-Oct

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LAX> Willemstad, Curaçao: $487 round-trip- Aug-Oct

LAX > Willemstad, Curaçao: $487 round-trip- Aug-Oct

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LAX> Piarco, Trinidad and Tobago: $396 round-trip- Dec-Feb

LAX > Piarco, Trinidad and Tobago: $396 round-trip- Dec-Feb

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LAX> George Town, Cayman Islands: $315 round-trip- Aug-Oct

LAX > George Town, Cayman Islands: $315 round-trip- Aug-Oct

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LAX> Kingston, Jamaica: $403 round-trip- Aug-Oct

LAX > Kingston, Jamaica: $403 round-trip- Aug-Oct

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LAX> Providenciales, Turks and Caicos Islands: $367 round-trip- Sep-Nov

LAX > Providenciales, Turks and Caicos Islands: $367 round-trip- Sep-Nov

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…...

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BUR> San Juan, Puerto Rico: $377 round-trip- Sep-Nov (Including Fall Break)

BUR > San Juan, Puerto Rico: $377 round-trip- Sep-Nov (Including Fall Break)

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LAX> George Town, Cayman Islands: $313 round-trip- Aug-Oct

LAX > George Town, Cayman Islands: $313 round-trip- Aug-Oct

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LAX> Willemstad, Curaçao: $487 round-trip- Aug-Oct

LAX > Willemstad, Curaçao: $487 round-trip- Aug-Oct

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LAX> Kingston, Jamaica: $403 round-trip- Aug-Oct

LAX > Kingston, Jamaica: $403 round-trip- Aug-Oct

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LAX> Oranjestad, Aruba: $491 round-trip- May-Jul (Including Summer Break)

LAX > Oranjestad, Aruba: $491 round-trip- May-Jul (Including Summer Break)

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…...

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LAX> Piarco, Trinidad and Tobago: $374 round-trip – Dec-Feb

LAX > Piarco, Trinidad and Tobago: $374 round-trip – Dec-Feb

* This is a “fare dump” with a few alternate dates available....

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IAH > San Juan, Puerto Rico: $227 round-trip – Aug-Oct

* There only appear to be a few seats at this price and availability is spotty. It will take a little digging to find dates other than the dates I found, but at this price, it’s well worth digging for. Houston to San Juan, Puerto Rico: 6 night trip. (B...

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ONT> San Juan, Puerto Rico: $295 round-trip – Aug-Oct

ONT > San Juan, Puerto Rico: $295 round-trip – Aug-Oct

* This is a “fare dump” with a few alternate dates available....

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LAX> George Town, Cayman Islands: $403 round-trip – Aug-Oct

LAX > George Town, Cayman Islands: $403 round-trip – Aug-Oct

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ONT> Kralendijk, Caribbean Netherlands: $648 round-trip- Jun-Aug (Including Summer Break)

ONT > Kralendijk, Caribbean Netherlands: $648 round-trip- Jun-Aug (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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ONT> Piarco, Trinidad and Tobago: $498 round-trip- May-Jul (Including Summer Break)

ONT > Piarco, Trinidad and Tobago: $498 round-trip- May-Jul (Including Summer Break)

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LAX> Montego Bay, Jamaica: $496 round-trip- May-Jul (Including Summer Break0

LAX > Montego Bay, Jamaica: $496 round-trip- May-Jul (Including Summer Break0

* This is a “fare dump” with a few alternate dates available....

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BUR> San Juan, Puerto Rico: $315 round-trip- Aug-Oct

BUR > San Juan, Puerto Rico: $315 round-trip- Aug-Oct

* This is a “fare dump” with a few alternate dates available....

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LAX> George Town, Cayman Islands: $405 round-trip- Aug-Oct

LAX > George Town, Cayman Islands: $405 round-trip- Aug-Oct

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> Willemstad, Curaçao: $577 round-trip- May-Jul (Including Summer Break)

LAX > Willemstad, Curaçao: $577 round-trip- May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> Christiansted, U.S. Virgin Islands: $399 round-trip- Apr-Jun

LAX > Christiansted, U.S. Virgin Islands: $399 round-trip- Apr-Jun

* This is a “fare dump” with a few alternate dates available....

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LAX> Bridgetown, Barbados: $454 round-trip- Sep-Nov

LAX > Bridgetown, Barbados: $454 round-trip- Sep-Nov

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> Oranjestad, Aruba: $386 round-trip- Apr-Jun

LAX > Oranjestad, Aruba: $386 round-trip- Apr-Jun

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…...

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LAX> Kingston, Jamaica: $424 round-trip- Apr-Jun

LAX > Kingston, Jamaica: $424 round-trip- Apr-Jun

* There only appear to be a few seats at this price and availability is spotty. It will take a…...

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LAX> Piarco, Trinidad and Tobago: $373 round-trip- May-Jul (Including Summer Break)

LAX > Piarco, Trinidad and Tobago: $373 round-trip- May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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ONT> San Juan, Puerto Rico: $304 round-trip- Jul-Sep

ONT > San Juan, Puerto Rico: $304 round-trip- Jul-Sep

* This is a “fare dump” with a few alternate dates available....

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LAX> George Town, Cayman Islands: $400 round-trip- Apr-Jun

LAX > George Town, Cayman Islands: $400 round-trip- Apr-Jun

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> Kralendijk, Caribbean Netherlands: $703 round-trip- Oct-Dec

LAX > Kralendijk, Caribbean Netherlands: $703 round-trip- Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> Oranjestad, Aruba: $412 round-trip- Apr-Jun

LAX > Oranjestad, Aruba: $412 round-trip- Apr-Jun

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…...

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LAX> Montego Bay, Jamaica: $480 round-trip- Mar-May

LAX > Montego Bay, Jamaica: $480 round-trip- Mar-May

Have friends or family in Chicago? Grab this cheap flight and visit them, or check out the reverse search link…...

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LAX> Willemstad, Curaçao: Flight & 6 nights: $722- Oct-Dec

LAX > Willemstad, Curaçao: Flight & 6 nights: $722- Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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LAX> George Town, Cayman Islands: Flight & 9 nights: $835- May-Jul (Including Summer Break)

LAX > George Town, Cayman Islands: Flight & 9 nights: $835- May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…...

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