A large, modern church interior with high ceilings, wooden pews, and a central stained glass window.

Valparaiso Holidays from £616

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Your Valparaiso Holiday

The coastal scenery and spectacular views are just the start of the things Valparaiso has on offer. Experience the very best of this fascinating city your way with a personalised Valparaiso holiday package. Make your trip to Valparaiso even more fun and exciting by going sightseeing. Valparaiso University, The Course at Aberdeen and Taltree Arboretum and Gardens are some of the leading attractions you'll want to explore. Browse Expedia's wide range of travel options and begin planning your ideal holiday to Valparaiso now.

Top Valparaiso flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 20 Jan - 24 Jan

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,013 reviews)
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £778
    £616
    per traveller
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • 25 Dec - 30 Dec

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (2,082 reviews)
    "Amazing experience! Kurtis and Luis at concierge was great! I had a romantic arrangement in the room before arrival and they made it happen! Great great great 5 ✨"
    Reviewed November 9, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 2 stops
    £1,797
    £1,324
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 20 Jan - 24 Jan

    Pendry Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,091
    £819
    per traveller
    found 1 day ago
    Pendry Chicago
  • 20 Jan - 24 Jan

    Viceroy Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,310 reviews)
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,202
    £956
    per traveller
    found 1 day ago
    Viceroy Chicago
  • 20 Jan - 24 Jan

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,007 reviews)
    "I was surprised by the $29.50 daily charge for "Guest Amenity Fee". I did not ask for it. I don't even know what it is. I hate when hotels charge you hidden items."
    Reviewed November 9, 2026
    Return • London (LON) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £898
    £720
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG

Discover the most popular places to visit in Valparaiso

Valparaiso Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Valparaiso travel package cost?

Our Valparaiso packages, which begin from just £616, are an ideal way to save big. All you have to do is choose your preferred hotels, flights and more to create your dream trip.

If I'm not able to travel, can I cancel my Valparaiso travel package?

If your travel plans in Valparaiso have been upended, it's good to know that it is possible to cancel your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a fee. For more information, check our Customer Service Portal.

How do I get a cheap travel package to Valparaiso?

Booking a Valparaiso travel package with Expedia is such a simple way to save. We have access to more than 550 partner airlines and 1,000,000 hotels throughout the world. With such a huge range to select from, you'll have no issues pulling together your perfect holiday.

Does Expedia offer Book Now, Pay Later Valparaiso holidays?

Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has come up with a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a terrific getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Valparaiso?

Stay where the action is. Many people favor hotels in the vicinity of top attractions, like Valparaiso University, Memorial Opera House and The Course at Aberdeen.

What are the top hotels in Valparaiso?

Lock in a room at Hilton Garden Inn Chesterton. It's one of this area's most popular properties. Another great option in Valparaiso is Country Inn & Suites by Radisson, Portage, IN.

How far in advance should I book my Valparaiso holiday?

Browse Expedia to compare international flights as soon as possible. In many cases, you can purchase a ticket up to a year before departure. If you can't find your preferred carrier, or you're booking late, fear not. Cheap fares to Valparaiso sometimes emerge a few weeks before departure.

What does an Expedia Valparaiso travel package include?

It all depends on what type of trip you have in the works. Valparaiso holiday deals can include car rentals, flights and hotels. You can mix and match to find the package that suits you. You can also add on experiences and activities after you've booked to score even bigger discounts.

What should I know before booking a Valparaiso travel package?

Tailor deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your break. You'll save precious cash just for bundling your bookings. Whether you're going on an adventure in the snow or sipping cocktails on a beach, your perfect getaway is only a few clicks away.

Can I choose my airline with a Valparaiso Expedia travel package?

With a travel package, you're always in charge. Whether you'd like to fly to Valparaiso in first class or coach, simply choose from the available airline options. Expedia has access to more than 550 airline partners worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.