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4* Chicago, Illinois: Hotel & Return Flights – Deposit Option!

New deal today

A 4* Chicago, Illinois break with return flights from three airports with Travelodeal. Stay for three, five or seven nights and save up to 58% - secure your holiday with a deposit from £199pp!


  • Where: Chicago, USA.
  • What’s included: A three, five or seven-night Chicago break with return flights from Manchester, London Gatwick and London Heathrow.
  • Hotels: Relax and unwind at a choice of two amazing hotels.
  • Top experiences: From gazing at the iconic bean to savouring deep-dish and soaring above skyscrapers, Chicago offers an unforgettable blend of art, architecture, and culinary delights.
  • Food: Bite into Chicago's soul with deep-dish pizza, sizzling Italian beef, and Garrett Popcorn's sweet and savoury.
  • When: Valid for travel on selected dates until 29th Nov 2024.
  • Deposit option: No need to pay upfront, secure your holiday with a low deposit from £199 pp!
  • Gain travel certainty with Top Tips and our Book With Confidence cancellation and rebooking promises.

Full Details

Fancy a city escape? Or better yet, the best pizza in US (sorry New York!)?

We’re offering you a three, five or seven-night 4* Chicago break with return flights, saving you up to 58%. Secure your holiday with a low deposit from £199pp


Chicago needs no introduction and if you’re going to explore the city to its maximum, then you’ll want to be as close to it all as possible! Luckily, you’ll be staying at a choice of two great hotels right in the middle of it all. You’ll rest your head in a standard double room that comes with Wi-Fi, air conditioning, flat screen TV and a hairdryer. Let the sound of one of the greatest cities America has to offer wash over you as you go to sleep on this trip of a life time!

Chicago, Illinois

Calling all Windy City dreamers! ️ Get ready to bite into deep-dish deliciousness, cruise the magnificent Millennium Park, and soak up the skyline from dizzying heights. Imagine strolling along the shores of Lake Michigan, feeling the spray on your face as you snap pics of the iconic Navy Pier. Dive into the history at the Field Museum, marvel at modern art at the Art Institute, and catch a glimpse of the stars at Adler Planetarium. Foodies, rejoice! Indulge in world-famous pizza, savour succulent barbecue ribs, and tantalize your taste buds with the local craft beer scene. Chicago has it all.

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This holiday is financially protected by the ATOL scheme. For more information about financial protection and the ATOL Certificate, click here.


How To Redeem

How to redeem

The Fine Print

  • Price advertised is based on 2 people sharing, therefore 2 vouchers must be bought to qualify for the deal.
  • The voucher must be redeemed within 48 hours of purchase.
  • All holidays purchased are subject to availability and pricing is not guaranteed once the voucher has auto redeemed.
  • Valid for selected flights only on the dates chosen by the purchaser; supplementary charges may apply for alternative flights.
  • Hotels are subject to availability.
  • If purchasing as a gift, the holiday provider will offer travel dates within the purchasing price at the time of booking.
  • Hand luggage is included, please check with the holiday provider for specific weight and size restrictions.
  • Minimum of 40 hours in your destination for any two-night break. Minimum of 60 hours in your destination for any three-night break. Some regional flights may not allow the minimum time in destination.
  • We cannot be held responsible if the minimum time in destination is affected by flight delays or cancellations.
  • Deposit payment £199pp. Balance to be paid directly to the merchant.
  • If you opt for the £199pp deposit option, the payment will be as follows: Pay the remaining balance at least 12 weeks prior to departure.
  • For passport and visa requirements, please contact the relevant embassies.
  • Once the booking is confirmed, the customer has then agreed to the holiday providers terms and conditions.
  • Customers are advised to check government foreign office advice before travelling to their chosen destination -
  • This holiday is provided by Travelodeal and financially protected under 11601.
  • This deal will be advertised on site until 12.03.2024. Price is subject to change.
Representative Example:
  • Representative 23.9% APR (variable).
  • Purchase rate 23.9% p.a. (variable).
  • Assumed credit limit £1200.

This deal is brought to you by Travelodeal Limited

New deal today

This deal is brought to you by Travelodeal Limited