Drexel Estate Vacations from $537
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 Drexel Estate Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hotel Felix River North/Magnificent Mile
Sep 24 - Sep 27Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago3 nights4.0 star property8.2/10 - Very Good (2,858 reviews)"Everything about my room was fine, other than it being quite small. The staff was very good. The only negative was the street noise. My room was on the 8th floor and even with the windows closed and the A/C running I could clearly hear horns and sirens on the street."Reviewed July 23, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - Hotel Riu Plaza Chicago
Sep 24 - Sep 27Hotel Riu Plaza Chicago + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (4,796 reviews)Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop - Four Seasons Hotel Chicago
Oct 14 - Oct 18Four Seasons Hotel Chicago + Flight
Downtown Chicago4 nights5.0 star property9.4/10 - Exceptional (1,001 reviews)"Superb customer service! Above and beyond!"Reviewed July 23, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - AC Hotels by Marriott Chicago Downtown
Sep 30 - Oct 5AC Hotels by Marriott Chicago Downtown + Flight
Downtown Chicago5 nights4.0 star property8.8/10 - Excellent (1,003 reviews)"Great location, friendly and helpful staff, very clean - highlight of my Chicago trip. The ice machine on the 8th floor didn’t produce much ice, however the staff at the lounge happily filled my water bottle with ice!"Reviewed July 21, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop ORD - ATL • Nonstop - Fairmont Chicago at Millennium Park
Sep 24 - Sep 27Fairmont Chicago at Millennium Park + Flight
Downtown Chicago3 nights4.5 star property8.8/10 - Excellent (2,265 reviews)"I enjoyed my stay here with my first time in Chicago. It was nearby every single thing I needed. I walked pretty much everywhere. The only problems were the shower door didn’t close, but they reassigned my room immediately :) Next, the TV shut down and upgraded itself, but it worked faster after that. Lastly, I would have loved a pool other than the exercise pool. Overall, a great stay!"Reviewed July 24, 2026Roundtrip • Atlanta (ATL) - Chicago (ORD)ATL - ORD • Nonstop MDW - ATL • Nonstop
What to do near Drexel Estate
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travelers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travelers recommend
Drexel Estate Hotel Deals
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
Streeterville, 8.7 mi from Drexel Estate
9.4 out of 10, Exceptional, (2,616 reviews)
9.4/10
Exceptional
(2,616 reviews)
$247 nightly
The price is $294
$294 total
Aug 23 - Aug 24
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk4.0 star property
Streeterville, 8.3 mi from Drexel Estate
8.6 out of 10, Excellent, (1,728 reviews)
8.6/10
Excellent
(1,728 reviews)
"I checked out the pool - it was a long walk from the elevator and was packed with kids, so I turned around. Very clean pool area, nice gym, and nice outdoor area. I would still come back to the Sheraton because it was so beautiful."
$299 nightly
The price is $355
$355 total
Aug 9 - Aug 10
Total with taxes and fees
9.0 out of 10, Wonderful, (3,507 reviews)
9.0/10
Wonderful
(3,507 reviews)
"The fact that the keep their own bees and incorporate their honey into their Food. The cocktails in the lounge and the Hummus platter were amazing. Maria was our Server all weekend, she took extremely good care of us!! Breakfast by room room service was really good and convenient. The one Thing that I didn’t like about room service was there was a two different extra charges. One was a Service Charge and one was a Convenience charge, which, really are one and the same. Seemed completely...
$259 nightly
The price is $308
$308 total
Aug 23 - Aug 24
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile4.0 star property
Streeterville, 8.5 mi from Drexel Estate
8.8 out of 10, Excellent, (2,538 reviews)
8.8/10
Excellent
(2,538 reviews)
"Hotel was beautiful, very clean, staff was amazing , and the pool was clean fun to be in !!!!!!!!!"
$204 nightly
The price is $243
$243 total
Aug 23 - Aug 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent Mile4.0 star property
Streeterville, 8.4 mi from Drexel Estate
8.2 out of 10, Very Good, (2,946 reviews)
8.2/10
Very Good
(2,946 reviews)
"Staff was friendly from the front desk, to the bar tender, to the guy making the omelettes at breakfast. Wonderful Stay!!!"
$194 nightly
The price is $230
$230 total
Aug 10 - Aug 11
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago4.5 star property
8.1 mi from Drexel Estate
8.6 out of 10, Excellent, (2,014 reviews)
8.6/10
Excellent
(2,014 reviews)
"A"
$263 nightly
The price is $312
$312 total
Aug 16 - Aug 17
Total with taxes and fees
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park4.5 star property
The Loop, 8.1 mi from Drexel Estate
8.8 out of 10, Excellent, (2,265 reviews)
8.8/10
Excellent
(2,265 reviews)
"I enjoyed my stay here with my first time in Chicago. It was nearby every single thing I needed. I walked pretty much everywhere. The only problems were the shower door didn’t close, but they reassigned my room immediately :) Next, the TV shut down and upgraded itself, but it worked faster after that. Lastly, I would have loved a pool other than the exercise pool. Overall, a great stay!"
$365 nightly
The price is $434
$434 total
Aug 9 - Aug 10
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.