Tribune Tower Vacation Deals: Tribune Tower, Downtown Chicago Holidays

Q: Why should I book my Tribune Tower vacation bundle via Travelocity?

With our Price Match Guarantee , we'll match any lower price you can find. Add on our 24/7 customer support and high-quality service and the vacation you've been dreaming of is closer than ever before.

Tribune Tower vacation package deals

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

Hilton Orrington / Evanston

Downtown Evanston

CA $493

per person

Jan 20 - Jan 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clark Street Beach and Halim Time & Glass Museum are located nearby.

Waldorf Astoria Chicago

Downtown Chicago

CA $1,055

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

Downtown Chicago

CA $554

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hilton Chicago O'Hare Airport

O'Hare

CA $605

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,243

per person

Feb 26 - Mar 1

found 21 hours ago

Roundtrip non-stop flight included

St. John's (YYT) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

The Peninsula Chicago

Downtown Chicago

CA $1,441

per person

Feb 26 - Mar 1

found 21 hours ago

Roundtrip non-stop flight included

St. John's (YYT) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Tribune Tower?

Bag an express ticket to an unbeatable deal with Travelocity's CA $493 Tribune Tower vacation package. Not only will you save a pile of cash on your hotel and flights, you can also add on a few exciting local activities or even a rental vehicle.

Where can I get the best vacation package deals for Tribune Tower?

Travelocity will be able to help you lock in an awesome Tribune Tower package deal. With no less than 400 partner airlines and 665,000 properties across the globe, we're sure you'll find the perfect combination.

Why should I book my Tribune Tower vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any lower price you can find. Add on our 24/7 customer support and high-quality service and the vacation you've been dreaming of is closer than ever before.

Can I go on vacation to Tribune Tower at this time?

Get all the info you need to know about quarantine policies and travel restrictions before you fly to Tribune Tower. Our Covid-19 Travel Advisor is full of advice to help make your vacation as hassle-free as possible.

Top Tribune Tower hotel deals

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $112

CA $131 total

Jan 7 - Jan 8, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pet-friendly

Free WiFi

Club Quarters Hotel Wacker at Michigan, Chicago

75 E Wacker Dr Chicago IL

Free cancellation

Reserve now, pay when you stay

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pet-friendly

Free WiFi

Silversmith Hotel Chicago Downtown

10 S Wabash Ave Chicago IL

Free cancellation

Reserve now, pay when you stay

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Free WiFi

Air conditioning

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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.

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