- 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.
Level Chicago – Old Town
Downtown Chicago
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9/10 Wonderful! (275 reviews)
I loved the amenities available to us - garage parking, washer/dryer in unit, full kitchen and fully furnished. Staff were polite and helpful. Great location
Reviewed on Dec 7, 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 ¥14,278 per night from Jan 6 to Jan 7
¥14,278
¥16,761 total
includes taxes & fees
Jan 6 - Jan 7, 2025
7.8/10 Good! (8,279 reviews)
"This is a very old property which is part of it's charm. Water pressure in the shower was very limited. Accomodations are simple. Really liked new vinyl flooring in room with throw rug. Much better than carpeting. I will return."
Reviewed on Dec 21, 2024
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥14,537 per night from Jan 22 to Jan 23
¥14,537
¥17,065 total
includes taxes & fees
Jan 22 - Jan 23, 2025
8.6/10 Excellent! (3,628 reviews)
"The area, friendliness of staff, and convenience of checking in were some of the things that I enjoyed about the hotel. Unfortunately some of the things that I didn’t like about the experience was the TV in the room not turning on after trying to unplug and replug the cord."
Reviewed on Dec 22, 2024
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥23,071 per night from Jan 5 to Jan 6
¥23,071
¥31,671 total
includes taxes & fees
Jan 5 - Jan 6, 2025
9/10 Wonderful! (3,119 reviews)
"really enjoyed the city view from room."
Reviewed on Dec 20, 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.
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.
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.
Things to do
Flyover in Chicago
¥5,705
per adult
94% of travellers recommend
Architecture River Tour
¥7,316
per adult
94% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
¥6,675
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.