Englewood Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- Hotel Felix River North/Magnificent Mile
Sep 2 - Sep 5Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights8.2/10 - Very Good (2,765 reviews)"Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great"Reviewed June 6, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop - Level Chicago Fulton Market
Jul 10 - Jul 15Level Chicago Fulton Market + Flight
Downtown Chicago5 nights9.2/10 - Wonderful (493 reviews)"Fully equipmet"Reviewed June 2, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Hotel Riu Plaza Chicago
Sep 2 - Sep 5Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights9.4/10 - Exceptional (4,362 reviews)"Excelente ubicación, las instalaciones limpias y recientes, y todo el personal muy amable. Lo recomiendo ampliamente."Reviewed June 6, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop - Level Chicago – Old Town
Aug 27 - Aug 31Level Chicago – Old Town + Flight
Downtown Chicago4 nights9.0/10 - Wonderful (488 reviews)"Very clean and loved the location and amenities with the store on the first floor was fantastic"Reviewed June 3, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - Pendry Chicago
Sep 2 - Sep 5Pendry Chicago + Flight
Downtown Chicago3 nights9.2/10 - Wonderful (1,122 reviews)"I absolutely loved it! I little bit noisy but close to literally everything!"Reviewed June 2, 2026Roundtrip • Atlanta (ATL) - Chicago (MDW)ATL - MDW • Nonstop ORD - ATL • Nonstop
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
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,187 reviews)
"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at ..."
Reviewed on Jun 7, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (1,527 reviews)
"The room was clean not as spacious but great view. The bar was fun!"
Reviewed on Jun 6, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jun 29 to Jun 30
$183 total
Jun 29 - Jun 30
Total with taxes and fees
8.2/10 Very Good! (1,555 reviews)
"Great stay! I wasn ’t sure what to expect since I didn’t know much about the hotel beforehand, but I was pleasantly surprised. The staff was friendly and welcoming, especially the team at the bar, who provided excellent service throughout our stay. The rooms were spacious and comfortable, with plenty ..."
Reviewed on Jun 7, 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.
Discover the most popular places to visit in Englewood
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$154
per adult
80% of travellers recommend
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- Chicago Vacations
- South Englewood Vacations
- Greater Salem Baptist Church
- Visit South Englewood
- Visit Washington Park
- Visit West Englewood
- Dusable Museum of African-American History
- Griffin 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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.