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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 Mexico and the Caribbean. With a last minute deal, you can easily book your flight 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.

JAMAICA  ▪  CANCUN  ▪  RIVIERA MAYA  ▪  PUNTA CANA

JAMAICA

Rondel Village
10% Spa Discount

EUROPEAN PLAN PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$748*: Now-8/31
6 Nights From:
$811*: 9/1-10/31
$917*: 11/1-12/15
Sunscape Splash Montego Bay
$200 Resort Coupons†† ▪ Kids Free

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$899*: Now-8/31
6 Nights From:
$1039*: 9/1-10/31
$1075*: 11/1-12/15
Grand Palladium Lady Hamilton Resort & Spa
30% Off ▪ $1500 Resort Credit††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$1099*: Now-8/31
6 Nights From:
$1264*: 9/1-10/31
$1386*: 11/1-12/15
Royalton Negril
$300 Resort Credit††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$1149*: Now-8/31
6 Nights From:
$1459*: 9/1-10/31
$1599*: 11/1-12/15
Riu Palace Jamaica
Up to $600 Resort Discount Coupons††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$1186*: Now-8/31
6 Nights From:
$1562*: 9/1-10/31
$1668*: 11/1-12/15
Fun Holiday Beach Resort
Amazing Rates

INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$766*: Now-8/31
6 Nights From:
$859*: 9/1-10/31
$856*: 11/1-12/15

CANCUN

All Ritmo Cancun Resort & Waterpark
Kids Stay, Play & Eat Free ▪ Price Includes Free Upgrade††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$649*: Now-8/31
6 Nights From:
$756*: 9/1-10/31
$766*: 11/1-12/15
Park Royal Beach Resort Cancun
Summer Sale ▪ Up to 40% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$717*: Now-8/31
6 Nights From:
$857*: 9/1-10/31
$846*: 11/1-12/15
Krystal Cancun
Enjoy Punta Cancun with 10% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$813*: Now-8/31
6 Nights From:
$978*: 9/1-10/31
$987*: 11/1-12/15
Riu Palace Las Americas
Adults-Only Getaway

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$911*: Now-8/31
6 Nights From:
$1149*: 9/1-10/31
$1234*: 11/1-12/15

RIVIERA MAYA

Reef Coco Beach Resort
Kids Stay, Play & Eat Free on Select Dates ▪ Added Amenities ▪ 4th Night Free††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$599*: Now-8/31
6 Nights From:
$684*: 9/1-12/15
Iberostar Paraiso Beach
$500 Discount Credits††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$788*: Now-8/31
6 Nights From:
$839*: 9/1-10/31
$849*: 11/1-12/15
Dreams Puerto Aventuras Resort & Spa
$200 Resort Coupons†† ▪ Kids Stay, Play & Eat Free

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$699*: Now-8/31
6 Nights From:
$879*: 9/1-10/31
$934*: 11/1-12/15
Azul Beach Resort Riviera Cancun, by Karisma
Up to 60% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$899*: Now-8/31
6 Nights From:
$1165*: 9/1-10/31
$1189*: 11/1-12/15

PUNTA CANA

Vista Sol Punta Cana
Amazing Rates

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$639*: Now-8/31
6 Nights From:
$729*: 9/1-10/31
$739*: 11/1-12/15
Punta Cana Princess All Suites Resort
Adults-Only Getaway

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$754*: Now-8/31
6 Nights From:
$885*: 9/1-10/31
$969*: 11/1-12/15
Grand Memories Splash
Up to 62% Off ▪ $150 Resort Credit††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$814*: Now-8/31
6 Nights From:
$914*: 9/1-10/31
$899*: 11/1-12/15
Riu Palace Bavaro
Free Access to Splash Water World ▪ Up to $2190 Resort Discount Coupons††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

4 Nights From:
$921*: Now-8/31
6 Nights From:
$1053*: 9/1-10/31
$1099*: 11/1-12/15

Trending Beaches

Explore Our Most Popular Destinations from Chicago

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 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. For full terms and conditions, hotel and description of all services, please refer to the Vacation Express 2019 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. Call for details. 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 carrier. 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. Some hotels in the Cancun, Riviera Maya, Isla Mujeres and Cozumel areas of Mexico charge an environment fee of approximately $1.21 per room, per night. Fees are subject to change without notice and are payable at the hotel. Book by 7/17/19. 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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