Chicago Holiday Packages

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Top Chicago holiday packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
14 Apr - 16 Apr
found 15 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
8.4/10 Very Good! (2,891 reviews)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
14 Apr - 16 Apr
found 15 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
per person
14 Apr - 16 Apr
found 15 hours ago
Return flight included
Miami (MIA) to Chicago (ORD)
9.6/10 Exceptional! (1,533 reviews)

Top Chicago hotels

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 2 Mar to 3 Mar
AU$250
includes taxes & fees
2 Mar - 3 Mar
L7 Chicago by LOTTE: Pet-friendly hotel with free WiFi and a bar/lounge. Located near a train station.
"It’s such a nice, clean hotel. Coffee in the lobby is on point. The rooms are spacious and clean. My friend and I were able to lounge and talk in our room before heading over the emerald loop bar across the street. It’s a really nice hotel- remodeled. Off Michigan avenue. Air purifier, yoga mats, ..."

Reviewed on 23 Feb. 2025

L7 Chicago by LOTTE
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 12 Mar to 13 Mar
AU$151
includes taxes & fees
12 Mar - 13 Mar
River Hotel: Pet-friendly hotel with free WiFi and room service. Located in the business district.
First Impressions Matter
"It was my first time in Chicago and River Hotel was great! I loved my River view and I was so close to a lot of things. I would definitely stay here again."

Reviewed on 26 Feb. 2025

River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 27 Feb to 28 Feb
AU$158
includes taxes & fees
27 Feb - 28 Feb
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located near a train station.
Well worth it
"Wonderful building, incredibly helpful staff and fast service!"

Reviewed on 23 Feb. 2025

Congress Plaza Hotel
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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.