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Here are your travel contests for this week. You can win trips to the Marriott hotel of your choice; flights to the Caribbean; Lollapalooza in Chicago, Illinois; South Africa; Tokyo, Japan; a glamping trip in upstate New York; Thailand; Mallorca, Spain; and more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests!

Win a trip to the Marriott hotel of your choice

  • Enter to win a 3-night stay at a Marriott in the city of your choice, plus $500 towards transportation, $200 to Lucky Jade Kids, a luxury robe from Kip & Co. and two stylish beach blankets from Las Bayadas.
  • Enter by July 13, 2017

Win flights to the Caribbean

Book your hotel in Travel Contests - Win A Free Trip! now!

  • One lucky Cheapflights fan could WIN flights to a Caribbean island for up to two people (worth up to £1500 GBP / $2000 USD
  • Enter by July 14, 2017

Win a trip to Lollapalooza in Chicago, Illinois

  • Round trip airfare for two to Chicago, IL
    Three-night hotel accommodations
    One pair of four-day VIP passes to Lollapalooza.
  • Enter by July 14, 2017

Win a trip to South Africa

  • The grand prize includes roundtrip international airfare from Washington Dulles or New York JFK courtesy of South African Airways, a $500 prepaid Visa gift card courtesy of Affordabletours.com as well as a South Africa book bundle from Lonely Planet.
    You will:
    Explore the world-famous Kruger National Park over seven once-in-a-lifetime days.
    Scan the horizon for elephants, lions, and rhinos.
    Take a safari drive with a researcher from the National Geographic-supported Carnivore Conservation Programme.
  • Enter by July 15, 2017

Win a trip to Tokyo, Japan

  • Grand Prize winners will receive a trip for two to Japan ($4,000).
    Trip will include round-trip airfare, three nights accommodations and entry into Tokyo
    Hamfair, September 2nd and 3rd. Grand Prize Runner up will receive an IC-7300
  • Enter by July 16, 2017

Win a glamping trip to Upstate New York

  • Two-night luxury weekend stay for 2 in beautiful upstate New York
  • $900 gift card to use toward travel
  • Enter by July 20, 2017

Win a trip to Thailand

  • Two (2) reservations, for winner and one (1) guest, for a twelve (12) day Thailand Hike, Bike & Kayak Adventure. Includes:
    Eleven (11) nights accommodations including one (1) night camping with basic facilities, one (1) night resort accommodations, two (2) nights homestay, five (5) nights hotel and two (2) nights sleeper train;
    Ground transportation including Public Bus, Overnight Sleeper Train, Songthaew and Private Mini Van;
    Six (6) breakfasts, seven (7) lunches and four (4) dinners;
    Activities including Bangkok Cycling Day Tour, three (3) day Hilltribe Trek, Chiang Mai two -day cycling tour and Kanchanaburi two (2) day kayaking tour;
    $2,000 to be used towards travel expenses in the form of a national bank gift card; and
    One (1) Kindle pre-loaded with eight (8) health and lifestyle books
  • Enter by July 21, 2017

Win a trip to Mallorca, Spain

  • A $1,000 gift card towards round trip flight
    6 Nights, 7 Days accommodation (double sharing room) at Balearic Retreats
    Daily morning yoga classes (Vinyasa-ashtanga styles)
    All meals included
    Daily detox juices
    Hiking tours
    Stand Up Paddleboard Excursion
  • Enter by July 22, 2017

Want to see the newest travel contests? Go here!

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