
Glenwood Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹43,962 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
Top Glenwood Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

Aloft Chicago Downtown River North
Downtown Chicago
Price was ₹73,615, price is now ₹62,173 per person
₹62,173
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
San Antonio (SAT) to Chicago (ORD)
9.4/10 Exceptional! (1,159 reviews)
Staff was great but next to fire station. Beware very noisy if staying city view
Reviewed on 8 Feb 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ₹95,620, price is now ₹69,641 per person
₹69,641
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
San Antonio (SAT) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Room was clean, staff was so polite and kind and very helpful. We took our 3 year old daughter with us and they were kind to her and welcoming! (That means a lot - not all hotels are welcoming to small children.) they made sure to open the doors for us each time we came in with our stroller. We will absolutely be back to the Riu in Chicago! 10/10
Reviewed on 9 Feb 2026

Pendry Chicago
Downtown Chicago
Price was ₹94,369, price is now ₹78,556 per person
₹78,556
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
San Antonio (SAT) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on 31 Jan 2026

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ₹82,502, price is now ₹69,731 per person
₹69,731
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
San Antonio (SAT) to Chicago (ORD)
8.8/10 Excellent! (1,706 reviews)
It was an amazing stay. Room was clean, staff were helpful, great experience! Will definitely be back again!
Reviewed on 10 Feb 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ₹78,511, price is now ₹66,428 per person
₹66,428
per person
3 Apr - 6 Apr
found 1 day ago
Return flight included
San Antonio (SAT) to Chicago (ORD)
8.6/10 Excellent! (2,008 reviews)
The staff is incredible. We always enjoy staying here!
Reviewed on 8 Feb 2026
Top hotels in Glenwood

Motel 6 Bridgeview, IL
9625 S 76th Ave Bridgeview IL
Fully refundableReserve now, pay when you stay
The price is ₹3,957 per night from 26 Feb to 27 Feb
₹3,957
₹4,431 total
26 Feb - 27 Feb
includes taxes & fees
7/10 Good! (1,383 reviews)
Greatest staff
Reviewed on 7 Feb 2026

DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is ₹8,857 per night from 22 Feb to 23 Feb
₹8,857
₹10,007 total
22 Feb - 23 Feb
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
Everything was perfect and the front desk was so nice
Reviewed on 10 Feb 2026

Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is ₹9,974 per night from 17 Feb to 18 Feb
₹9,974
₹11,468 total
17 Feb - 18 Feb
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
Clean room
Reviewed on 6 Feb 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
