Roscoe Village Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Roscoe Village
Price found within the past 48 hours. Click for updated prices.
Where to stay in Roscoe Village
Find the best Roscoe Village areas and neighborhoods for the activities you enjoy most. Learn more about Roscoe Village
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
Roscoe Village Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $174 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (10,117 reviews)
"The building is architecturally beautiful. It needs major consideration on the interior such as the walls they elevators and improved the smell of the interior and it’s definitely overpriced."
Reviewed on Oct 26, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $170
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $162
CA $193 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (5,573 reviews)
"Room was clean at check-in, and cleaned daily by the staff. Plenty to do nearby, can walk just about anywhere."
Reviewed on Oct 26, 2026
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.
Frequently asked questions
How much does a Roscoe Village vacation package cost?
Our Roscoe Village packages, which start from as low as CA $770, are the easiest way to save money. Select your favorite hotels, flights and more to create your perfect getaway.
How do I get a cheap travel package to Roscoe Village?
You'll save a ton of money if you combine your hotels, car rentals and flights into a Roscoe Village vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 airlines and 1,000,000 properties all over the world, so you'll always have plenty of options to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Roscoe Village?
Urban explorers come from all corners of the globe to experience Wrigley Field and Lincoln Park Zoo in Roscoe Village. Book a room near these must-see attractions and visit them at your leisure.
How far in advance should I book my Roscoe Village vacation?
The earlier, the better. Air carriers generally release flights up to a year ahead of departure, and this is a great opportunity to score some of the cheapest prices. Just been told you should take some vacation time in a few weeks? No sweat. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Roscoe Village travel package include?
Hotels, flights and rental cars — we've got them well covered. With Expedia, you can create your Roscoe Village package however you want. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the more you save!
What should I know before booking a Roscoe Village travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and score fabulous discounts. Hotels aren't your only choice, however. Book with us and take your pick of beachside villas, mountain cabins and even glamping tents!
Can I choose my airline with a Roscoe Village Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the carrier you want and craft your ideal Roscoe Village vacation.
If I'm not able to travel, can I cancel my Roscoe Village vacation package?
Yes, it's possible to cancel your Roscoe Village booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
Stay near popular Roscoe Village attractions
Beat Kitchen
After visiting Beat Kitchen, make a plan to see the other sights and activities in Chicago. Take in the live music while you're in the area.
Fellger Park
You can take time to visit Fellger Park during your travels to Chicago. Take in the live music while you're in the area.
Things to do
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.