Drexel Estate

Chicago


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Drexel Estate Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is CA $122 per night from Feb 21 to Feb 22
CA $122
CA $144 total
Feb 21 - Feb 22
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,910 reviews)
Everything was clean and neat.

Reviewed on Feb 19, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is CA $136 per night from Mar 4 to Mar 5
CA $136
CA $198 total
Mar 4 - Mar 5
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,375 reviews)
Wonderful stay. Second time there and would happily stay again when visiting that area of Chicago.

Reviewed on Feb 19, 2026

Hotel Riu Plaza Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is CA $189 per night from Mar 7 to Mar 8
CA $189
CA $262 total
Mar 7 - Mar 8
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,642 reviews)
Staff was wonderful, and was helpful with anything we needed.

Reviewed on Feb 19, 2026

Hilton Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is CA $145 per night from Mar 3 to Mar 4
CA $145
CA $171 total
Mar 3 - Mar 4
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,676 reviews)
Everything was amazing.. Great staff, Clean rooms, amenities was nice and they give all adults 21older a card for 2 free drinks a night for your entire stay..And the morning breakfast was amazing, pizzeria food was very delicious. Everything was charged to the room and I loved that.. I will be booking ...

Reviewed on Feb 19, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is CA $267 per night from Mar 21 to Mar 22
CA $267
CA $314 total
Mar 21 - Mar 22
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,219 reviews)
clean, convenient, friendly staff

Reviewed on Feb 19, 2026

Hilton Chicago O'Hare Airport
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Feb 25 to Feb 26
CA $123
CA $145 total
Feb 25 - Feb 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (3,809 reviews)
The room was very nice and spacious! I traveled with my family, so it was 4 of us in which it was perfect, nice views as well! Great front desk.

Reviewed on Feb 18, 2026

Hilton Chicago/Magnificent Mile Suites
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.

The Annual Vacation Sale

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Other neighbourhoods around Drexel Estate

Chicago_NearSouthSide_6132399_02

Near South Side

Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.

Near South Side
South Loop which includes a high-rise building and a city

South Loop

4/5(31 area reviews)

Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.

South Loop
A view of the Chicago skyline from the rooftop of the Ace Hotel in the West Loop.

Near West Side

4/5(29 area reviews)

Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.

Near West Side
Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

West Loop

Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

West Loop
Beautiful fireworks

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Theatre District
The Loop - Downtown featuring a river or creek

The Loop

4.5/5(725 area reviews)

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

The Loop


Drexel Estate

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