Cheap Holidays to Downtown Chicago
- Top deals for trips to Downtown Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Downtown Chicago
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Pendry Chicago
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 956, price is now CHF 737 per person
CHF 737
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 2'061, price is now CHF 1'297 per person
CHF 1'297
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'494, price is now CHF 1'130 per person
CHF 1'130
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Eurostars Magnificent Mile
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'638, price is now CHF 1'286 per person
CHF 1'286
per person
found 1 day ago
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
4.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'690, price is now CHF 1'335 per person
CHF 1'335
per person
found 1 day ago
Sports Illustrated Resorts Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe.
Downtown Chicago Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Arlo Chicago
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 806, price is now CHF 667 per person
CHF 667
per person
found 1 day ago
The sightseeing around Arlo Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 997, price is now CHF 719 per person
CHF 719
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
4.5-star property
Pendry Chicago
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 956, price is now CHF 737 per person
CHF 737
per person
found 1 day ago
Our customers tell us they can't get enough of Pendry Chicago's great location. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 1'142, price is now CHF 915 per person
CHF 915
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
The Emily Hotel
Downtown Chicago
9 Apr - 12 Apr
3 night stay
Zürich (ZRH) to Chicago (ORD)
United • Direct return • Coach
Price was CHF 878, price is now CHF 728 per person
CHF 728
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Downtown Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'494, price is now CHF 1'130 per person
CHF 1'130
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 2'061, price is now CHF 1'297 per person
CHF 1'297
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
4.0-star property
Eurostars Magnificent Mile
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'638, price is now CHF 1'286 per person
CHF 1'286
per person
found 1 day ago
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
4.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'690, price is now CHF 1'335 per person
CHF 1'335
per person
found 1 day ago
Sports Illustrated Resorts Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe.
4.0-star property
Arlo Chicago
Downtown Chicago
10 May - 17 May
7 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was CHF 1'876, price is now CHF 1'543 per person
CHF 1'543
per person
found 1 day ago
The sightseeing around Arlo Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Best Downtown Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 152 per night
CHF 152
21 Mar - 22 Mar
includes taxes & fees
1.26 km from Downtown Chicago
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is CHF 112 per night
CHF 112
22 Mar - 23 Mar
includes taxes & fees
0.76 km from Downtown Chicago
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CHF 148 per night
CHF 148
18 Mar - 19 Mar
includes taxes & fees
0.98 km from Downtown Chicago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is CHF 95 per night
CHF 95
23 Mar - 24 Mar
includes taxes & fees
1.65 km from Downtown Chicago
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus an indoor pool and a gym.
Eurostars Magnificent Mile
660 North State Street Chicago IL
The price is CHF 131 per night
CHF 131
23 Mar - 24 Mar
includes taxes & fees
0.93 km from Downtown Chicago
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CHF 142 per night
CHF 142
1 Apr - 2 Apr
includes taxes & fees
1.54 km from Downtown Chicago
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Don't see what you're looking for?
See all available properties in Downtown Chicago
View all propertiesLowest 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.
Cheap flights to Downtown Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ch from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.