Chicago Riverwalk Vacation Deals: Chicago Riverwalk, Downtown Chicago Vacations

Chicago Riverwalk vacation package deals

Fairmont Chicago at Millennium Park Gold Experience

Downtown Chicago

Save 100% on your flight

per person

Jun 6 - Jun 10

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.

21c Museum Hotel Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun 13 - Jun 16

Roundtrip flight included

Miami (MIA) 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. Express check-in, express check-out, and a computer station are also on offer.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

per person

Jun 26 - Jul 1

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

A full-service spa, 2 restaurants, and a gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.

Virgin Hotels Chicago

Downtown Chicago

Save 100% on your flight

per person

Jun 26 - Jul 1

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

A nightclub, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the a rooftop terrace, bar/lounge, and limo/town car service.

Congress Plaza Hotel

Downtown Chicago

Save 100% on your flight

per person

Jun 26 - Jul 1

Roundtrip flight included

Los Angeles (LAX) to Chicago (ORD)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Downtown Chicago

Save 100% on your flight

per person

Jun 12 - Jun 15

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 15 conference rooms, free WiFi in public areas, and express check-in. Self parking, express check-out, and a computer station are also offered.

Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Chicago Riverwalk?

Bag an express ticket to an amazing deal with Travelocity’s $378 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 1,000,000 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.

Top Chicago Riverwalk hotel deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$127

per night

Apr 22 - Apr 23

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Breakfast available

Parking available

River Hotel

75 East Wacker Drive, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$129

per night

Apr 21 - Apr 22

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Parking available

InterContinental Chicago Magnificent Mile, an IHG Hotel

505 N Michigan Ave, Chicago, IL

Free Cancellation

$199

per night

Apr 21 - Apr 22

This historic hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. You'll appreciate the steam room, bar/lounge, and coffee shop.

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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.