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Chicago Last Minute & Early Booking Deals

Best Vacation Packages From Chicago

Non-Stop Flights and Resort Vacations

If you looking to travel last minute or like to plan ahead with an early bird deal, look no further! With exclusive non-stop flights from Chicago [ORD] and all-inclusive resorts, you'll find the perfect package to Cancun, Riviera Maya, Grand Bahama Island or Cozumel. Find our best deals below or pick your ideal dates and shop using our booking box to the left.

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

CANCUN

Golden Parnassus Resort & Spa
Adults-Only Getaway

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$749*: Jul 15
$779*-$799*: Jul 22, Jul 29; Aug 5

Riu Dunamar
Summer Sale ▪ Newly Discounted Rates

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$799*: Jul 15
$849*: Jul 22, Jul 29; Aug 5

Finest Playa Mujeres by Excellence Group
Up to 55% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$1391*: Jul 15
$1421*-$1531*: Jul 22, Jul 29; Aug 5

Sandos Cancun Lifestyle Resort
3 Infinity Pools and a Swim-up Bar

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$999*: Jul 22, Jul 29; Aug 5
$1514*: Jul 15

RIVIERA MAYA

The Reef Playacar
July Special ▪ Up to 15% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$749*: Jul 15, Jul 29; Aug 5
$819*: Jul 22

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS
Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

FALL DEALS

4 Nights From:
$649*: 9/1-10/31

Hotel Marina El Cid Spa & Beach Resort
$600 Mega Pass††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$869*: Jul 15
$899*-$919*: Jul 22, Jul 29; Aug 5

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS
Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

FALL DEALS

4 Nights From:
$629*: 9/1-10/31

6 Nights From:
$829*: 11/1-11/30

Hideaway at Royalton Riviera Cancun
Adults-Only Getaway ▪ Up to $150 Resort Credits ††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$1083*: Aug 5
$1142*-$1192*: Jul 15, Jul 22, Jul 29

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS
Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

FALL DEALS

4 Nights From:
$864*: 9/1-10/31

6 Nights From:
$1164*: 11/1-11/30

Azul Beach Resort Riviera Maya, by Karisma
Up to 57% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ Now - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

6 Nights From:
$1399*: Jul 15
$1429*-$1449*: Jul 22, Jul 29; Aug 5

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS
Deposits as low as $235 per person when you select our Reduced Deposit Plan [RDP].

FALL DEALS

4 Nights From:
$799*: 9/1-10/31

6 Nights From:
$1299*: 11/1-11/30

GRAND BAHAMA ISLAND

Castaways Resort & Suites
4th Night Free††

HOTEL PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Various Departures ▪ 7/11/18 - 8/20/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$399*: Jul 11
$502*-$543*: Jul 21, Jul 31; Aug 10

Flamingo Bay Hotel & Marina at Taino Beach
Amazing Rates ▪ Up to 2 Kids Free

HOTEL PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Various Departures ▪ 7/11/18 - 8/20/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$479*: Jul 21
$509*-$559*: Jul 31; Aug 10

The Marlin Taino Beach Resort & Club
Enjoy a 20,000 Sq. Ft. Pool with Waterslide

HOTEL PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Various Departures ▪ 7/11/18 - 8/20/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$796*: Jul 21, Jul 31
$837*: Aug 10

COZUMEL

Iberostar Cozumel
Up to $300 Discount Credits††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/25/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$539*: Aug 15
$611*: Jul 16
$627*: Aug 5

Presidente Intercontinental Cozumel Resort & Spa
Breakfast Served Daily

BREAKFAST PLAN WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/25/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$653*: Aug 15
$747*-$797*: Jul 16; Aug 5
$1117*: Jul 26

Cozumel Palace
$200 Resort Coupons††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/25/18
Save Your Spot Now With A Low $125 Deposit!

SUMMER DEALS

4 Nights From:
$943*: Jul 16; Aug 15
$993*: Jul 26; Aug 5

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 include hotels that feature Breakfast Plans, European Plans or 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. Packages with airfare prices are per person, based on double occupancy. Above offers are only valid for new bookings. For full terms and conditions, hotel and description of all services, please refer to the Vacation Express 2018 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 Vacation Express public charter flights operated by VivaAerobus or Swift Air, LLC. Airfares are per person, reflect lowest available airfare at time of printing and 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. Clients must check their respective airline for the most current baggage information. Some hotels in the Riviera Maya area of Mexico charge an environment fee of approximately $1.13 per room, per night. Fees are subject to change without notice and are payable to the hotel upon check-out. Book by 7/18/18. 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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