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Chicago Early Booking Deals

Chicago's Best Vacation Deals

All-Inclusive Vacation Packages w/ Air

Early birds rejoice! Find your perfect getaway from Chicago to destinations across Mexico and the Caribbean below with vacation packages with non-stop air. Choose an all-inclusive resort where all meals, drinks and entertainment are covered in your price. Can't find the day you want to travel? Check out our easy-to-use booking box to the left and pick your perfect vacation.

CANCUN  ▪  COZUMEL  ▪  GRAND BAHAMA ISLAND  ▪  PUNTA CANA  ▪  RIVIERA MAYA

CANCUN

Hotel NYX Cancun
Winter Bargain on Amazing Beach

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$699*: Feb 25
$725*-$825*: Mar 4, Mar 18; Apr 8, Apr 15, Apr 22, Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 17
$847*-$1037*: Mar 11; Apr 1; Jun 10, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5

Park Royal Cancun
Exclusive ▪ 35% Off Deal ▪ Great for Families

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

Seadust Cancun Family Resort
Exclusive 2018 Deal ▪ Kids Stay, Play & Eat Free

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$725*: Apr 15, Apr 22
$747*-$935*: Feb 25; Mar 18; Apr 8, Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$977*-$1205*: Mar 4, Mar 11; Apr 1

Grand Oasis Sens
Save Up to 60% Off Adults Only Deal!††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$821*: Apr 15, Apr 22
$846*-$1277*: Feb 25; Mar 4, Mar 18; Apr 8, Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$1577*-$1933*: Mar 25; Apr 1

RIVIERA MAYA

Grand Riviera Princess
Spacious Junior Suite w/ Balcony & Free Wi-Fi

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$899*: Mar 4, Mar 18
$929*: Feb 18, Feb 25; Mar 11

Spring & Summer Deals Also Available:
$799*: Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 10, Jun 17
$849*: Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$899*: Apr 8, Apr 15, Apr 22
$1149*: Apr 1

Tukan Hotel & Beach Club
Early Booking Sale ▪ 30% Off

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

Reef Coco Beach Resort
Exclusive Advertised Deal ▪ Up to $350 Off in Savings

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$699*: Apr 15, Apr 22
$747*-$1083*: Feb 18, Feb 25; Mar 4, Mar 11, Mar 18; Apr 1, Apr 8, Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22
$1505*: Mar 25

Kore Tulum Retreat and Spa Resort
48% Off ▪ Exclusive Appreciation Deal

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$869*: Apr 15, Apr 22
$897*-$1313*: Feb 25; Mar 4, Mar 11, Mar 18; Apr 1, Apr 8, Apr 29; May 6, May 13, May 20, May 27; Jun 3, Jun 10, Jun 17, Jun 24, Jul 1
$1699*-$2017*: Mar 25; Jul 8, Jul 15, Jul 22, Jul 29; Aug 5

Dreams Puerto Aventuras Resort & Spa
Early Booking Bonus ▪ $200 Resort Coupons

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$837*: Apr 22; May 20; Jun 3
$857*-$997*: Apr 29; May 27; Jun 10, Jun 24
$1079*-$1281*: Mar 4, Mar 11, Mar 18; Apr 8, Apr 15; May 6, May 13; Jun 17, Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5

PUNTA CANA

Be Live Collection Canoa
Exclusive 50% Off Summer Early Booking Sale

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Mondays ▪ 2/26/18 - 5/7/18
Save Your Spot Now With A Low $125 Deposit!

6 Nights From:
$649*: Apr 30
$732*-$998*: Feb 26; Mar 5, Mar 12, Mar 19; Apr 9, Apr 16, Apr 23; May 7
$1148*-$1318*: Mar 26; Apr 2

Riu Bambu
Kids Stay, Play & Eat Free ▪ Up to $2140 Resort Coupons†† ▪ 25% Off Summer Sale

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Mondays ▪ 2/26/18 - 5/7/18
Save Your Spot Now With A Low $125 Deposit!

6 Nights From:
$849*: Apr 30; May 7
$899*-$1099*: Feb 26; Mar 5, Mar 12, Mar 19; Apr 2, Apr 9, Apr 16, Apr 23
$1399*: Mar 26

Emotions Beach Resort Juan Dolio
Up to 15% Off ▪ Summer Early Booking Sale

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Mondays ▪ 2/26/18 - 5/7/18
Save Your Spot Now With A Low $125 Deposit!

6 Nights From:
$740*: Apr 30
$796*-$1058*: Feb 26; Mar 5, Mar 12, Mar 19; Apr 2, Apr 9, Apr 16, Apr 23; May 7
$1414*: Mar 26

Punta Cana Princess All Suites Resort
  Up to 25% Off Savings at Popular Adults Only Resort

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS
6-Night Vacation Packages ▪ Departing Mondays ▪ 2/26/18 - 5/7/18
Save Your Spot Now With A Low $125 Deposit!

6 Nights From:
$856*: Apr 30
$910*-$1212*: Feb 26; Mar 5, Mar 12, Mar 19; May 7
$1532*: Mar 26

GRAND BAHAMA ISLAND

Pelican Bay Hotel
Excellent Value - Kids Stay Free + Free Breakfast

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

4-Nights From:
$429*: Jul 31
$459*-$479*: Jul 11, Jul 21; Aug 10, Aug 20

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

4-Nights From:
$1077*: Now-2/28

6-Nights From:
$1086*: 3/1-4/30

Flamingo Bay Hotel & Marina at Taino Beach
Amazing Rates!

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

6-Nights From:
$864*: 4/1-4/30

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

4-Nights From:
$569*: Jul 21; Aug 10, Aug 20
$599*-$619*: Jul 11, Jul 31

Island Seas Resort
20% Off "Suite" All-Inclusive Sale ▪ Kids Stay & Play Free

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

6-Nights From:
$922*: 4/1-4/30

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

4-Nights From:
$649*: Jul 11, Jul 21, Jul 31; Aug 10, Aug 20

Old Bahama Bay Resort & Yacht Harbour
Book Early & Save!

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

6-Nights From:
$1352*: 4/1-4/30

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

4-Nights From:
$899*: Jul 21; Aug 10, Aug 20
$943*-$983*: Jul 11, Jul 31

COZUMEL

El Cozumeleno Beach Resort
Early Booking Bonus Special!

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO COZUMEL
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/30/18
Save Your Spot Now With A Low $125 Deposit!

4-Nights From:
$499*: Jul 6, Jul 16
$549*: Jul 26; Aug 5, Aug 15, Aug 25

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO CANCUN - INCLUDES FERRY TRANSFERS TO COZUMEL
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$699*: Jun 3
$762*-$904*: Apr 8, Apr 15, Apr 22, Apr 29; May 6, May 13, May 20, May 27; Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$1006*-$1236*: Feb 25; Mar 4, Mar 11, Mar 18; Apr 1

Occidental Cozumel
Early Booking Sale up to 20% off!

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO COZUMEL
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/30/18
Save Your Spot Now With A Low $125 Deposit!

4-Nights From:
$721*: Aug 25
$781*: Jul 6, Jul 16, Jul 26; Aug 5, Aug 15

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO CANCUN - INCLUDES FERRY TRANSFERS TO COZUMEL
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$840*: May 20; Jun 3
$870*-$1390*: Mar 4, Mar 11, Mar 18; Apr 1, Apr 8, Apr 15, Apr 22, Apr 29; May 6, May 13, May 27; Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$1916*: Mar 25

Secrets Aura Cozumel
Spring Summer Sale ▪ $200 Resort Coupons††

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO COZUMEL
4-Night Vacation Packages ▪ Departing Various ▪ 7/6/18 - 8/30/18
Save Your Spot Now With A Low $125 Deposit!

4-Nights From:
$847*: Aug 25
$911*: Aug 15
$931*-$939*: Jul 6, Jul 16, Jul 26; Aug 5

ALL-INCLUSIVE PACKAGES WITH EXCLUSIVE NON-STOP FLIGHTS TO CANCUN - INCLUDES FERRY TRANSFERS TO COZUMEL
6-Night Vacation Packages ▪ Departing Sundays ▪ 2/18/18 - 8/5/18
Save Your Spot Now With A Low $125 Deposit!

6-Nights From:
$1145*: Jun 3
$1169*-$1431*: Apr 15, Apr 22, Apr 29; May 6, May 13, May 20, May 27; Jun 10, Jun 17, Jun 24; Jul 1, Jul 8, Jul 15, Jul 22, Jul 29; Aug 5
$1651*-$2211*: Feb 25; Mar 4, Mar 11, Mar 18, Mar 25; Apr 1, Apr 8

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 Breakfast Plans, European 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. Packages with airfare prices are per person, based on double occupancy. Hotel only prices include hotel and hotel taxes and are per person per night, based on double occupancy for minimum 3-night stays. Above offers are only valid for new bookings and are not valid for groups. Air can be added for an additional charge to hotel-only offers. 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, Miami Air, Sunwing Airlines, Volaris or Swift Air, LLC., or 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 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. Mandatory $10 Tourist Card must be purchased upon arrival to Punta Cana and is not included in above package prices. Book by 2/21/18. 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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