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.
4.0-star property
Warwick Allerton - Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'108, price is now CHF 996 per person
CHF 996
per person
found 15 hours ago
Our customers tell us they can't get enough of Warwick Allerton - Chicago's great location. During your stay, you'll be connected to a shopping centre and 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
Hilton Chicago O'Hare Airport
O'Hare
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'659, price is now CHF 1'417 per person
CHF 1'417
per person
found 15 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'300, price is now CHF 1'134 per person
CHF 1'134
per person
found 15 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'249, price is now CHF 1'091 per person
CHF 1'091
per person
found 15 hours ago
Our customers tell us they can't get enough of Hotel Saint Clair- Magnificent Mile's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.5-star property
L7 Chicago by LOTTE
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'440, price is now CHF 1'286 per person
CHF 1'286
per person
found 15 hours ago
The shopping around L7 Chicago by LOTTE gets high marks from our customers. 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.
Downtown Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
16 Dec - 21 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • FirstClass
Price was CHF 7'482, price is now CHF 6'954 per person
CHF 6'954
per person
found 2 hours ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
16 Dec - 21 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • FirstClass
Price was CHF 7'633, price is now CHF 6'988 per person
CHF 6'988
per person
found 2 hours 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.
5.0-star property
Waldorf Astoria Chicago
Downtown Chicago
16 Dec - 21 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • FirstClass
Price was CHF 7'699, price is now CHF 7'085 per person
CHF 7'085
per person
found 2 hours ago
Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas and a free area shuttle, plus a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
The Peninsula Chicago
Downtown Chicago
16 Dec - 21 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • FirstClass
Price was CHF 7'862, price is now CHF 7'304 per person
CHF 7'304
per person
found 2 hours ago
The Peninsula 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 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Downtown Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Warwick Allerton - Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'108, price is now CHF 996 per person
CHF 996
per person
found 15 hours ago
Our customers tell us they can't get enough of Warwick Allerton - Chicago's great location. During your stay, you'll be connected to a shopping centre and 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
Hilton Chicago O'Hare Airport
O'Hare
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'659, price is now CHF 1'417 per person
CHF 1'417
per person
found 15 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'300, price is now CHF 1'134 per person
CHF 1'134
per person
found 15 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'249, price is now CHF 1'091 per person
CHF 1'091
per person
found 15 hours ago
Our customers tell us they can't get enough of Hotel Saint Clair- Magnificent Mile's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.5-star property
L7 Chicago by LOTTE
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Zürich (ZRH) to Chicago (ORD)
Swiss International Air Lines • Coach
Chicago (ORD) to Zürich (ZRH)
Austrian Airlines • Coach
Price was CHF 1'440, price is now CHF 1'286 per person
CHF 1'286
per person
found 15 hours ago
The shopping around L7 Chicago by LOTTE gets high marks from our customers. 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.
Best Downtown Chicago hotel deals for your holiday
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 112 per night
CHF 112
23 Nov - 24 Nov
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.
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CHF 161 per night
CHF 161
3 Nov - 4 Nov
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.
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 96 per night
CHF 96
17 Nov - 18 Nov
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 a gym and a business centre.
Freehand Chicago
19 East Ohio Street, Chicago, IL
The price is CHF 90 per night
CHF 90
10 Nov - 11 Nov
includes taxes & fees
0.74 km from Downtown Chicago
Our customers tell us that they can't get enough of the helpful staff at Freehand Chicago. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is CHF 108 per night
CHF 108
19 Nov - 20 Nov
includes taxes & fees
0.37 km from Downtown Chicago
The sightseeing around citizenM Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a gym are available.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 100 per night
CHF 100
23 Nov - 24 Nov
includes taxes & fees
0.65 km from Downtown Chicago
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
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.
Holiday ideas like Downtown Chicago vacations
Other holiday destinations
Plan your trip to Downtown Chicago
^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.