South Englewood Vacations from $771
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest South Englewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,286, price is now $771 per person
$771
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
Don’t expect a full service hotel, but it is suitably located, the staff couldn’t have been nicer, it was clean, and again, I can’t say enough about staff friendliness. Our room was tiny, so if you intend to spend a lot of time in the room, keep that in mind. But, we were out and about and enjoyed our stay very much!
Reviewed on Jul 16, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,002, price is now $1,132 per person
$1,132
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
what a great location, and the rooftop bar was sensational. Service was friendly and solid, breakfast was enough to last you till dinner, and the rooms (especially the showers) were great.
Reviewed on Jul 17, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,555, price is now $945 per person
$945
per person
Sep 24 - Sep 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.
Reviewed on Jul 14, 2026
Where to stay in South Englewood
Find the best South Englewood areas and neighborhoods for the activities you enjoy most. Learn more about South 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.
South Englewood Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Aug 3 to Aug 4
$193 total
Aug 3 - Aug 4
Total with taxes and fees
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 Jul 19 to Jul 20
$183 total
Jul 19 - Jul 20
Total with taxes and fees
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $351 total per night from Jul 26 to Jul 27
$351 total
Jul 26 - Jul 27
Total with taxes and fees
9.2/10 Wonderful! (1,923 reviews)
"The location was stellar. The room itself had long hairs all on the restroom but since we got in at 2am. I didnt have it in me to complain. The space is slightly outdated."
Reviewed on Jul 16, 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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Garfield Park Conservatory
- Crown Fountain
- Downtown Chicago Vacations
- Chicago Place Mall
- Rookery
- Picasso Statue
- Chicago Architecture Foundation
- 900 North Michigan Shops
- Chicago Symphony Orchestra
- University of Illinois Chicago
- Unity Temple
- Cadillac Palace Theatre
- Mccormick Tribune Center
- Film Row Cinema
- Sr Crown Hall
- Navy Pier
- Muddy Waters’ House
- Ida B Wells House
- Chicago Children's Museum
- Chicago Loop Synagogue
- Lincoln Park Zoo
- St. Basil Greek Orthodox Church
- American Police Center & Museum
- Chicago Vacations
- Fisher Building
- University of Chicago
- Englewood Vacations
- Marshall Field Building
- Chicago Museum Campus Vacations
- Chinatown Vacations
- Civic Opera House
- United Center
- Burnham Park
- Shops at North Bridge
- Lincoln Park Conservatory
- Maxwell Street Market
- Pontiac Building
- Symphony Center
- Griffin Museum of Science and Industry
- Wrigley Building
- Marina City
- Art Institute of Chicago
- Richard J. Daley Center
- Montrose Beach
- Ping Tom Memorial Park
- Depaul University-Loop Campus
- Michigan Avenue Bridge
- Harold Washington Library Center
- North Avenue Beach
- South Loop Vacations
- Columbia College Chicago
- Grace Abbott Homes Vacations
- Jane Addams' Hull-House Museum
- Obama's House
- Zhou B Art Center
- Canalport Riverwalk Park
- Holy Name Cathedral
- Water Tower Place
- Cibc Theatre
- Old Colony Building
- Driehaus Museum
- Chicago City Hall
- Chase Tower
- Daley Plaza
- Buckingham Fountain
- Michigan Avenue
- Illinois Institute of Technology
- Mary Bartelme Park
- Carbide and Carbon Building
- Chicago Board of Trade Building
- Magnificent Mile Vacations
- 333 West Wacker Drive
- Tribune Tower
- South Commons Vacations
- Skydeck Ledge
- Ohio Street Beach
- Wrigley Field
- Merchandise Mart
- Auditorium Building and Theatre
- Goodman Theater
- Grant Park
- Robie House
- The Loop Vacations
- Anna and Frederick Douglass Park
- Lakefront Trail
- Hyde Park Vacations
- Chicago Riverwalk
- Gen. John Logan Memorial
- Willis Tower
- Cna Center
- Monadnock Building
- Chicago Cultural Center
- The Salt Shed
- Bridgeport Art Center
- Roosevelt University
- Robert W Roloson Houses
- 311 S Wacker Dr
- Millennium Park
- Maggie Daley Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.