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Explore our most popular vacation packages from Chicago - AnywhereFromcmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-origin Tocmp-location-selector-label-collapsed-menssage cmp-location-selector-label-description-destination ClearDoneBudgetNumber of nightsNumber of nightsAny number of nightsCLEARDONEAdvancedNumber of nightsNumber of nightsNumbers of starsClearDoneCLEARSORT: Popularcmp-carousel-container-explain1/203days(s)FromChicagoPackages toPuerto Vallarta11/05/2024 November 5, 2024-11/08/2024 November 8, 2024Flight+HotelFromUSD634* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip2/203days(s)FromChicagoPackages toPuerto Vallarta11/05/2024 November 5, 2024-11/08/2024 November 8, 2024Flight+HotelFromUSD640* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip3/203days(s)FromChicagoPackages toPuerto Vallarta11/05/2024 November 5, 2024-11/08/2024 November 8, 2024Flight+HotelFromUSD644* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip4/203days(s)FromChicagoPackages toPuerto Vallarta11/05/2024 November 5, 2024-11/08/2024 November 8, 2024Flight+HotelFromUSD699* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip5/202days(s)FromChicagoPackages toPuerto Vallarta10/18/2024 October 18, 2024-10/20/2024 October 20, 2024Flight+HotelFromUSD800* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip6/202days(s)FromChicagoPackages toPuerto Vallarta10/18/2024 October 18, 2024-10/20/2024 October 20, 2024Flight+HotelFromUSD862* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip7/203days(s)FromChicagoPackages toAcapulco10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD546* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip8/203days(s)FromChicagoPackages toAcapulco10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD554* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip9/203days(s)FromChicagoPackages toAcapulco10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD654* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip10/203days(s)FromChicagoPackages toAcapulco10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD1,018* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip11/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD494* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip12/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD555* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip13/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD567* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip14/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD573* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip15/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD610* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip16/204days(s)FromChicagoPackages toMonterrey11/01/2024 November 1, 2024-11/05/2024 November 5, 2024Flight+HotelFromUSD852* cmp-price-disclaimerSeen:15 hours ago Round TripRound Trip17/203days(s)FromChicagoPackages toCancun10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD860* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip18/203days(s)FromChicagoPackages toCancun10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD1,068* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip19/203days(s)FromChicagoPackages toCancun10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD1,176* cmp-price-disclaimerSeen:19 hours ago Round TripRound Trip20/203days(s)FromChicagoPackages toCancun10/18/2024 October 18, 2024-10/21/2024 October 21, 2024Flight+HotelFromUSD1,213* cmp-price-disclaimerSeen:19 hours ago Round TripRound Tripcmp-carousel-slide 1 cmp-carousel-of 5*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.
