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Chicago Riverwalk Vacation Packages

Chicago Riverwalk Flight + Hotel Packages

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Park Hyatt Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grant Park and Soldier Field are located nearby. Discover genuine guest reviews for Hilton Garden Inn Chicago Downtown South Loop, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast, and valet parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Soldier Field are located nearby. Discover genuine guest reviews for Best Western Grant Park Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby. Discover genuine guest reviews for Pendry Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hotel Arista

Hotel Arista

4.5 out of 5
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Odyssey Fun World and Heritage Woods are located nearby. Discover genuine guest reviews for Hotel Arista along with the latest prices and availability – book now.
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Emily Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for LondonHouse Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Glen Club

The Glen Club

3.5 out of 5
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Popular attractions The Glen Club and Kohl Children's Museum are located nearby. Discover genuine guest reviews for The Glen Club along with the latest prices and availability – book now.
Bridgeview Inn Chicago Area

Bridgeview Inn Chicago Area

2 out of 5
Save 100% on your flight
per person
May 31 - Jun 8
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
Stay at this motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions SeatGeek Stadium and Chicago Ridge Shopping Mall are located nearby. Discover genuine guest reviews for Bridgeview Inn Chicago Area along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

3-4 Night Vacations in Chicago Riverwalk

Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
Downtown Chicago
per person
Jun 8 - Jun 11
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Ontario (ONT) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 24 - May 27
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Prices and availability subject to change. Additional terms may apply.

5-7 Night Vacations in Chicago Riverwalk

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 11 - Jun 16
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Prices and availability subject to change. Additional terms may apply.

Chicago Riverwalk Last Minute Hotel Deals

citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the breakfast and the bar in our ...
citizenM Chicago Downtown
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
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 ...
River Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago Downtown
4 out of 5
71 E Wacker Dr, Chicago, IL
Stay at this business-friendly hotel in Chicago. Enjoy WiFi, a 24-hour fitness center, and valet parking. Our guests praise the breakfast and the helpful staff ...
The Royal Sonesta Chicago Downtown
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Eurostars Magnificent Mile
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5
85 East Wacker Drive, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. ...
LondonHouse Chicago, Curio Collection by Hilton
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. ...
Virgin Hotels Chicago
See all 3,652 properties in Chicago Riverwalk
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.

Book the perfect getaway to Chicago Riverwalk

With Hotwire, booking your next trip to Downtown Chicago is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Chicago Riverwalk while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Chicago Riverwalk flight and hotel package for as low as $348.

Living it up in Downtown Chicago means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Chicago Riverwalk, Downtown Chicago vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Chicago Riverwalk for some of the best accommodations and flight deals.

FAQs about cheap Chicago Riverwalk packages:

How to get cheap vacation deals to Chicago Riverwalk?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $110.

How much are Chicago Riverwalk packages?

Vacation packages to Chicago Riverwalk vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $348.

How to find cheap car rentals near Chicago Riverwalk?

Hotwire partners with some of the most reliable car rental companies in Downtown Chicago to bring you the best car rental deals in Chicago Riverwalk for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Chicago Riverwalk now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chicago Riverwalk right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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