Englewood Vacations from $323
Book a Hotel + Flight or Car together to unlock savings
Your Englewood Vacation
Make travel planning stress-free by snapping up a vacation package to Englewood. Let us look after the minutiae, so you can concentrate on soaking up everything this neighborhood can offer. Hoping to sightsee during your trip to Englewood? Be sure to stop by nearby attractions such as University of Chicago, Robie House and 4944 S Woodlawn Ave. Don't just wish for it — do it! Book your perfect Englewood vacation with Expedia and travel your way.
The Latest Englewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out
Reviewed on Jun 29, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
I enjoyed every aspect of my stay here. I liked it so much the first time that I just had to stay here the second time around. The only critique that I have is that the internet is really wonky and janky to connect to. My partner and I encountered a constant connection issue whereby it would take us a longer than 5 minutes to connect to the Wi-Fi/internet for the hotel. Only after multiple retrys would the internet connection become stable.
Reviewed on Jun 30, 2025
Warwick Allerton - Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,873 reviews)
Everything was good. Only complaint was the hair dryer didn’t work the best but overall was satisfied.
Reviewed on Jun 30, 2025
Where to stay in Englewood
Find the best Englewood areas and neighborhoods for the activities you enjoy most. Learn more about Englewood
Downtown Chicago
5 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.
Englewood Hotel Deals
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
$203 nightly
The price is $233 total per night from Jul 6 to Jul 7
$233 total
Jul 6 - Jul 7
Total includes taxes and fees
9/10 Wonderful! (1,948 reviews)
"Nice place, service unremarkable. My one pet peeve - the bathroom light automatically turns on when you enter. In the middle of the night, quite jarring. A night light would be preferred"
Reviewed on Jun 30, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Jul 7 to Jul 8
$170 total
Jul 7 - Jul 8
Total includes taxes and fees
8.8/10 Excellent! (2,355 reviews)
"Hard to located without sign took us 30 minutes to find hotel"
Reviewed on Jun 29, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $157 total per night from Jul 1 to Jul 2
$157 total
Jul 1 - Jul 2
Total includes taxes and fees
7.8/10 Good! (8,892 reviews)
"It was in a great location. My friends and I had a great stay here and were super close to Millenium park. Bus stops were close and the hotel was great overall. Parking was expensive so make sure to book it somewhere else beforehand as well. You will find better deals that way."
Reviewed on Jun 29, 2025
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.
Discover the most popular places to visit in Englewood
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
4.5/5(4,870 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do
Wendella's 90-min Chicago River Architecture Tour
$45
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
$45
per adult
92% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Cheap Hotels in Chicago
- Hotels near Halsted Station
- Hotels near 63rd Station
- Hotels near Garfield Station
- Hotels near Ashland-63rd Station
- Motels in Ashland-63rd Station
- Hotels near Greater Salem Baptist Church
- Hotels near Washington Park
- Hotels near King Drive Station
- 3 Star Hotels in Washington Park
- Motels in King Drive Station
- Hotels near West Englewood
- 3 Star Hotels in West Englewood
- Hotels near Drexel Estate
- 3 Star Hotels in Drexel Estate
- Hotels near Greater Grand Crossing
- Hotels near Woodlawn
- La Quinta Inn & Suites Hotels in Woodlawn
- 5 Star Hotels in Woodlawn
- 4 Star Hotels in Woodlawn
- Omni Hotels in Woodlawn
- Hotels near 51st Station
- Hotels near Washington Park
- Hotels near Hyde Park
- Hotels near Cottage Grove Station
- Hotels near 47th Station
- Hotels near DuSable Museum of African-American History
- Hotels near Canaryville
- Hotels near Midway Plaisance
- Hotels near University of Chicago
- Hotels near Lorado Taft's Midway Studios
- Hotels near Auburn Park
- Hotels near Washington Park Court
- Hotels near New City
- 5 Star Hotels in New City
- Hotels near Renaissance Society
- Hotels near 47th Station
- Hotels near Bond Chapel
- Hotels near Nuclear Energy Sculpture
- Hotels near Court Theatre
- Southwest Side Hotels
- Hotels near Oak Woods Cemetery
- Hotels near 79th Station
- Cheap Hotels in Hyde Park
- Hotels near Smart Museum of Art
- Hilton Hotels in Hyde Park
- Hotels near Rockefeller Memorial Chapel
- Hotels near Oriental Institute Museum
- Marriott Hotels & Resorts in Hyde Park
- Hotels near Fuller Park
- 4 Star Hotels in Fuller Park
- 3 Star Hotels in Fuller Park
- Hyatt Hotels in Hyde Park
- 4 Star Hotels in Hyde Park
- Hotels with an Indoor Pool in Hyde Park
- Resorts & Hotels with Spas in Hyde Park
- Pet-friendly Hotels in Hyde Park
- 5 Star Hotels in Hyde Park
- Motel 6 Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Extended Stay America Hotels in Hyde Park
- Hotels with Kitchenettes in Hyde Park
- Chicago Vacations
- South Englewood Vacations
- Greater Salem Baptist Church
- Visit South Englewood
- Visit Washington Park
- Visit West Englewood
- DuSable Museum of African-American History
- Chicago Museum of Science and Industry
- Midway Plaisance
- Lorado Taft's Midway Studios
- Visit Greater Grand Crossing
- Visit Woodlawn
- University of Chicago
- Robie House
- Smart Museum of Art
- Rockefeller Memorial Chapel
- Visit Canaryville
- Hyde Park Vacations
- Visit Washington Park Court
- Visit New City
- Obama's House
- KAM Synagogue
- 4944 S Woodlawn Ave
- Visit Hyde Park
- Visit Fuller Park
- Car rentals near Chicago
- Car rentals near Woodlawn
- Car rental Chicago Airport (MDW)
- Car rentals near University of Chicago
- Car rentals near Nuclear Energy Sculpture
- Standard Car Rentals near University of Chicago
- Car rentals near Hyde Park
- Enterprise Rental Cars in Hyde Park
- Hertz Rental Cars in Hyde Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.