Exclusive Chicago Riverwalk Vacation Deals

Chicago Riverwalk vacation package deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
Downtown Evanston
Save 100% on your flight
Price was $998, price is now $677 per person
$677
per person
Nov 24 - Nov 30
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and express check-out are also offered.
Stay One Chicago

Stay One Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,161, price is now $1,387 per person
$1,387
per person
Nov 24 - Nov 30
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and A 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and coffee shop.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,085, price is now $745 per person
$745
per person
Nov 25 - Nov 29
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,048, price is now $721 per person
$721
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
The Neighborhood Hotel-Little Italy

The Neighborhood Hotel-Little Italy

4 out of 5
Near West Side
Save 100% on your flight
Price was $1,142, price is now $786 per person
$786
per person
Nov 24 - Nov 30
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. A virtual front desk are provided for your convenience.
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Save 100% on your flight
Price was $1,144, price is now $808 per person
$808
per person
Nov 24 - Nov 30
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, express check-in, and express check-out are also on offer.

Frequently asked questions

How much are vacation packages to Chicago Riverwalk?
Bag an express ticket to an amazing deal with Travelocity's $677 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

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $183 total per night
$183 total
Sep 27 - Sep 28
Total with taxes and fees
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
Free WiFi
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $195 total per night
$195 total
Sep 27 - Sep 28
Total with taxes and fees
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.
Free WiFi
Restaurant
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $242 total per night
$242 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and valet parking. Enjoy the free continental breakfast each morning. Express check-in, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
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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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