Roscoe Village Holidays

Photo by Jess Rigdon
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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
Excellent hotel and staff! I'll definitely be back.

Reviewed on 14 Jul 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
It’s not what I was expecting, I was expecting something different , no views, not happy at all

Reviewed on 14 Jul 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I love Virgin air and expected a 5-star experience. Hotel checkin was not all that welcoming, but efficientl. They had no valet service and basically told us we were on our own. Thought ok I need a drink so went to the rooftop bar. An afterthought at this hotel. Cushions were dirty and faded. Barely staffed. More like a rooftop bar in costs rica than downtown Chicago. Room was nice and stylish. The highlight of the stay tbh as was the coffee shop.

Reviewed on 13 Jul 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9.2/10 Wonderful! (1,115 reviews)
Spacious room with a very comfortable bed, comfortable room temperature on a hot weekend, large bathroom and spacious work station. Close to trains that transport to the loop within minutes.

Reviewed on 8 Jul 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
21 Aug - 26 Aug
found 1 day ago
Return direct flight included
Warsaw (WAW) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
Nice room and view. Rooftop was gorgeous

Reviewed on 13 Jul 2025

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 featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Roscoe Village

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €148 per night from 5 Aug to 6 Aug
€148
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (8,961 reviews)
"Convenient location & very friendly & helpful staff!"

Reviewed on 13 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is €227 per night from 10 Aug to 11 Aug
€227
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,039 reviews)
"I truly enjoyed my stay at this hotel. The staff was splendid!"

Reviewed on 14 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €152 per night from 10 Aug to 11 Aug
€152
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,429 reviews)
"I always prefer staying in Hilton!"

Reviewed on 12 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,535 properties in Roscoe Village
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 holiday package cost?
Our Roscoe Village packages, which start from as low as €785, are the easiest way to save money. Select your favourite 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday.
If I'm not able to travel, can I cancel my Roscoe Village holiday 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.

Popular places to visit

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

Things to do

River tour boat in Chicago

Architecture River Tour

€41
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€38
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

€38
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.