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Chicago Last Minute Deals

Last Minute Deals from Chicago

Round-Trip Flights and Resort Vacations

Enjoy a vacation on the beach with a last minute getaway from Vacation Express! Find amazing last minute deals from Chicago to your favorite destinations in the Caribbean, Mexico and Central America. With a last minute deal, you can easily book your round-trip air from Chicago, hotel, local representative and hotel taxes for one discounted price. Book an all-inclusive hotel deal and enjoy your meals, unlimited drinks and exciting activities at no extra cost.

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.

CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA  ▪  JAMAICA  ▪  LOS CABOS  ▪  COZUMEL  ▪  NASSAU  ▪  PUERTO VALLARTA  ▪  TURKS & CAICOS  ▪  COSTA RICA

CANCUN

Grand Oasis Cancun
  • Amazing Rates
  • Up to 65% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$569*: Now-4/12

RIVIERA MAYA

Grand Sirenis Riviera Maya Resort & Spa
  • Exclusive Sale

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$1024*: Now-4/12

PUNTA CANA

Ocean El Faro
  • Up to 60% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$848*: Now-4/12

JAMAICA

Samsara Cliff Hotel
  • Located on the Beautiful Cliffs of Negril

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$835*: Now-4/12

COZUMEL

El Cozumeleno Beach Resort
  • Exclusive Super Saver Deal

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$1159*: Now-4/12

LOS CABOS

Barcelo Gran Faro Los Cabos
  • Exclusive Savings Up to 35% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$923*: Now-4/12

NASSAU

Comfort Suites Paradise Island
  • Up to $200 Food & Beverage Credit††

HOTEL PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$1229*: Now-3/31

PUERTO VALLARTA

Barcelo Puerto Vallarta
  • Exclusive Rates
  • Up to 45% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$879*: Now-4/12

TURKS & CAICOS

Seven Stars Resort Turks & Caicos
  • Save 25%
  • Up to $200 in Resort Credits††

HOTEL PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$2399*: Now-3/31

COSTA RICA

Riu Guanacaste Hotel
  • Kids Stay, Play & Eat Free

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

4 Nights From:

$1329*: Now-3/31

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.
Kid's offer based on one child per full paying guest and offered on select departures only; qualifying ages and maximum number of kids vary by resort and applies to hotel cost only. Airfare, transfers & booking fees not included. ††Restrictions apply. Call for details. *Prices reflect hotels that feature Breakfast Plans, European Plans, Inclusive Plans and All-Inclusive Plans. Advertised prices available for bookings made electronically through your travel agent or on vacationexpress.com; small service fee of $10 applies when booking through Vacation Express Call Center. Prices are per person, based on double occupancy. Only valid for new bookings. For full terms and conditions, hotel and description of all services, please refer to the Vacation Express 2020 Brochure or call for details. Vacation Express now accepts debit cards that offer the same consumer protection as credit cards. Some upgrades are subject to availability upon check-in. Packages are limited and subject to change without prior notice and are on coach air with Spirit Airlines, American Airlines or other U.S. certified carriers. Airfares are per person, reflect lowest available airfare at time of printing, are subject to change and are based upon availability of class of service. Baggage charges and allowances vary by carrier and can change frequently. Most major carriers are charging a fee for checked baggage. Some airlines, including Spirit Airlines, are charging a fee for all checked and carry-on baggage. Clients must check their respective airline for the most current baggage information. Book by 3/4/20. Not responsible for errors or omissions. Registered Florida Seller of Travel no. St 38441. State of California Seller of Travel Certificate of Registration #2107538-40.

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