Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Englewood Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Mag Mile
Downtown Chicago
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.6/10 Excellent! (2,401 reviews)
“I recently stayed at Aloft Chicago Magnificent Mile for four nights, and it was a fantastic experience. The location is unbeatable—just steps away from great dining options, shopping, and the scenic riverwalk. It made exploring the city incredibly convenient.
The staff went above and beyond, especially Diamond, who was welcoming and helpful throughout my stay. My room was clean but no closets and the bathroom was also well-maintained but the shower stall was pretty small too. Housekeeping did an excellent job of keeping everything tidy each day.
If you’re looking for a hotel with a great location, friendly service, and good value, I highly recommend Aloft at Magnificent Mile!
Reviewed on Nov 14, 2024
Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
per person
Dec 27 - Dec 31
found 12 hours ago
Roundtrip flight included
Nagoya (NGO) to Chicago (ORD)
8.6/10 Excellent! (3,216 reviews)
Conveniently located 2 streets from the train station in downtown for those who are looking to stay somewhat close
Reviewed on Nov 17, 2024
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
The price is ¥13,221 per night from Nov 24 to Nov 25
¥13,221
¥15,520 total
includes taxes & fees
Nov 24 - Nov 25
7.8/10 Good! (8,080 reviews)
"Great view from room!"
Reviewed on Nov 15, 2024
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥15,392 per night from Dec 17 to Dec 18
¥15,392
¥18,070 total
includes taxes & fees
Dec 17 - Dec 18
8.6/10 Excellent! (3,545 reviews)
"Great hotel. Superior room with a view was well worth it. Parking is just expensive."
Reviewed on Nov 16, 2024
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥14,827 per night from Dec 17 to Dec 18
¥14,827
¥17,404 total
includes taxes & fees
Dec 17 - Dec 18
8.4/10 Very Good! (3,257 reviews)
"Conveniently located 2 streets from the train station in downtown for those who are looking to stay somewhat close"
Reviewed on Nov 17, 2024
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
Discover the most popular places to visit in Englewood
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.
McCormick Place
4.5/5(1,805 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
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.
Things to do
Flyover in Chicago
¥5,819
Per adult
94% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
¥6,809
Per adult
86% of travellers recommend
Architecture River Tour
¥8,179
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.