Chicago Riverwalk Vacation Deals: Chicago Riverwalk, Downtown Chicago Holidays

Chicago Riverwalk vacation package deals

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

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

May 20 - May 24

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun. 6 - Jun. 11

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

per person

Jun. 6 - Jun. 11

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

per person

May 20 - May 24

found 9 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hilton Chicago

Downtown Chicago

per person

Jun. 6 - Jun. 9

found 2 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Chicago (ORD)

Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 5-star 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.

Frequently asked questions

How much are vacation packages to Chicago Riverwalk?

Bag an express ticket to an amazing deal with Travelocity’s CA $927 Chicago Riverwalk vacation package. Not only can you save a tidy sum on your return flights and hotel, you can also add on a few fun local experiences or even a rental vehicle.

Where can I get the best vacation package deals for Chicago Riverwalk?

You can grab amazing Chicago Riverwalk package deals with Travelocity. Mix and match from as many as 400 airlines and 665,000 worldwide properties and turn those travel dreams into reality.

Why should I book my Chicago Riverwalk vacation bundle via Travelocity?

From exciting destinations to one-of-a-kind experiences, we have everything you need to appease your wanderlust. Our 24/7 support will also make sure you’re taken care of while you’re on your trip. And don’t worry if you find a cheaper price on your reservation, we’ll match it. That’s our Price Match Guarantee.

Can I go on vacation to Chicago Riverwalk at this time?

We have the local know-how to ensure your travel dreams come true, so before arranging your trip to Chicago Riverwalk, check out our Covid-19 Travel Advisor. Here you’ll find all the latest info about travel restrictions, quarantine policies and a whole lot more.

Top Chicago Riverwalk hotel deals

River Hotel

75 East Wacker Drive, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $141

CA $165 total

includes taxes & fees

31 Mar - 1 Apr

Stay at this 4-star 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.

L7 Chicago by LOTTE

225 N Wabash Ave, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $211

CA $248 total

includes taxes & fees

23 Mar - 24 Mar

Book a stay at this boutique 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 Chicago Riverwalk and Michigan Avenue are located nearby.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $161

CA $189 total

includes taxes & fees

20 Mar - 21 Mar

Stay at this 3-star 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 Michigan Avenue and Chicago Riverwalk are located nearby.

Don't see what you're looking for?

See all available properties in Chicago Riverwalk

View all properties

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.