Valparaiso Vacation Packages 2026 from $439

Valparaiso flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$439

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$491

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$618

per person

Jun 19 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$589

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Save 100% on your flight

$862

per person

Jun 19 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a snack bar/deli, and a free grocery shopping service are also on offer.

Top Valparaiso hotels deals

Best Western University Inn At Valparaiso

760 Morthland Drive Valparaiso IN

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$109 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.

Breakfast included

Parking included

Country Inn & Suites by Radisson, Valparaiso, IN

2020 Laporte Ave Valparaiso IN

Free Cancellation

$129 nightly

$144 total

May 3 - May 4

Total with taxes and fees

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Holiday Inn Express Valparaiso by IHG

1251 Silhavy Rd Valparaiso IN

Free Cancellation

$115 nightly

$129 total

May 3 - May 4

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Free parking, a 24-hour business center, and a lobby fireplace are also offered.

Pool

Breakfast included

Blue Chip Casino Hotel and Spa

777 Blue Chip Drive Michigan City IN

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Apr 7 - Apr 8

Total with taxes and fees

This hotel features a casino, a full-service spa, and 3 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. You'll appreciate the indoor pool, bar/lounge, and coffee shop.

Pool

Spa

Ameristar Casino Hotel East Chicago

777 Ameristar Blvd. East Chicago IN

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$146 total

May 3 - May 4

Total with taxes and fees

This Art Deco hotel features a casino, a marina, and 5 restaurants. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and perks like free self parking.

Parking included

Restaurant

FairBridge Inn Express Merrillville

8250 Louisiana Street Merrillville IN

Free Cancellation

Reserve now, pay when you stay

$50 nightly

$56 total

Apr 7 - Apr 8

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

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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.

Popular places to visit

Golf: a revetted bunker on a Scottish links course

The Course at Aberdeen

Enjoy a round of golf in Valparaiso at The Course at Aberdeen. While you're here, you can savor the charming coffeehouses.

Grand Theatre - neoclassical opera house located in Poznań, Poland - in the rays of the setting sun

Memorial Opera House

You can make plans for a show at Memorial Opera House during your trip to Valparaiso. Experience the area's festivals or attend a sporting event.

Valparaiso University

Explore the campus of Valparaiso University, during your trip to Valparaiso. Experience the area's festivals or attend a sporting event.

Frequently asked questions

How much are vacation packages to Valparaiso?

Starting from as little as $439, hotel and flight packages are a fantastic way to make your budget stretch further. Watch out Valparaiso — here you come!

How long should my Valparaiso vacation be?

Many visitors like to stay around 2 nights in Valparaiso. But you don't have to follow the crowd. Whether you prefer to stay for a couple of days or a couple of weeks, you'll love exploring all the fantastic things that this destination has to offer.

Where can I get the best vacation package deals for Valparaiso?

Landing a great package deal to Valparaiso is a piece of cake with Travelocity. With access to 400 airlines and 1,000,000 properties worldwide, you're flush with choice when it comes to selecting your flights and hotels.

Why should I purchase my Valparaiso vacation package with Travelocity?

Because life is all about the journey, and we offer everything you could hope for to help you on the way. With our excellent service and Price Match Guarantee, you can book with confidence. What's more, you can sleep easy while you're on the road knowing you can reach us with our round-the-clock support.

Will I save money on my Valparaiso car rental if I bundle it with a hotel or flight?

With a Valparaiso vacation package, you can bundle your flight, hotel and car bookings and save tons. If you're eager to discover the best of this wonderful location, why not start with Wrigley Field? This renowned attraction is 45 mi from Valparaiso. With a rental car, you'll be there in no time.

Which airport is best for Valparaiso?

O'Hare Intl. Airport (ORD) is one of the best airports for Valparaiso. It's located 55 mi northwest of the downtown area. Other choices include Midway Intl. Airport (MDW) (40 mi away from central Valparaiso) and South Bend Intl. Airport (SBN) (40 mi away from central Valparaiso).

What is there to do in Valparaiso?

While veering off the tourist trail is no doubt rewarding, you shouldn't miss the popular sights that make a place famous. Valparaiso University and The Course at Aberdeen are just two of them in Valparaiso.

Where should I stay when visiting Valparaiso?

Many people opt to stay at the Quality Inn & Suites Valparaiso. It's an excellent base for your Valparaiso escape.