Michigan Avenue

A busy urban street with a train crossing, tall buildings, and a tram.
A river with sailboats, a bridge, and tall buildings.
A city street at night with illuminated buildings, a prominent tower, and decorated trees.
A street sign reading "Chicago Ave" and tall buildings against a blue sky.
A nighttime cityscape with illuminated skyscrapers and a river.
Price found within the past 48 hours. Click for updated prices.
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,281, price is now S$829 per person
S$829
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (2,265 reviews)
Run - do not book this hotel. Worst experience ever. We had booked this months ago for our stay for the Chicago Marathon. Upon check in we were told that Expedia had cancelled our room and they were sold out. Sorry here is a card for the manager that you can contact tomorrow for your refund. We did not leave and when we got Expedia on the phone at the front desk we found out that the hotel had given our room away. No explanation and SORRY was all we got. We refused to leave until they contacted Expedia and confirmed that it was the hotel that cancelled our reservation. Total Lie and joke of a place. There were others in the lobby that had the same thing done to them. The front desk was horrible and said they were here to help which they were not. DO NOT BOOK this HOTEL - HORRIBLE….

Reviewed on 21 Oct, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,734, price is now S$1,046 per person
S$1,046
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,383, price is now S$844 per person
S$844
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (179 reviews)
Nice property overall Room was very nice Location excellent

Reviewed on 19 Oct, 2026

Tours & day trips

See all 132 activities
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

Activity duration is 1 hour and 30 minutes
9.4 out of 10 with 419 reviews
Price is S$58 per adult
Wendella's 90-min Chicago River Architecture TourOpens in new tab

Private & custom tours

See all 28 activities
City centre Chicago City Tour In a Lamborghini[60 Minute Experience]

City centre Chicago City Tour In a Lamborghini[60 Minute Experience]

Activity duration is 1 hour
10.0 out of 10 with 1 review
Price is S$127 per adult
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Food, drink & nightlife

See all 11 activities
Chicago Favourites Ultimate Food and Walking Tour

Chicago Favourites Ultimate Food and Walking Tour

Activity duration is 3 hours
9.8 out of 10 with 1098 reviews
Free cancellation available
Price is S$109 per adult
Chicago Favourites Ultimate Food and Walking TourOpens in new tab

Attractions

See all 9 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 747 reviews
Free cancellation available
Price is S$35 per adult
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Classes & workshops

See all 5 activities
Chicago Perfume Making Classes on Magnificent Mile

Chicago Perfume Making Classes on Magnificent Mile

Activity duration is 1 hour and 15 minutes
9.8 out of 10 with 80 reviews
Free cancellation available
Price is S$109 per adult
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Stay near popular Michigan Avenue attractions

Michigan Avenue

9.4/10 (15,813 reviews)
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
See properties

Top Michigan Avenue Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
River Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The Chicago Hotel Collection - Magnificent Mile
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Freehand Chicago
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
162 East Ontario Street Chicago IL
Hotel Saint Clair- Magnificent Mile
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The Wade
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
InterContinental Chicago Magnificent Mile by IHG
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Hotel Riu Plaza Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Eurostars Magnificent Mile
See all 4,180 properties in Michigan Avenue
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.