
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
The Godfrey Hotel Chicago
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'503, price is now CHF 1'119 per person
CHF 1'119
per person
found 1 day ago
The shopping around The Godfrey Hotel 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 full-service spa and a restaurant.

4.0-star property
Level Chicago Fulton Market
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 2'131, price is now CHF 1'447 per person
CHF 1'447
per person
found 11 hours ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.

4.5-star property
Swissotel - Chicago
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 2'568, price is now CHF 1'855 per person
CHF 1'855
per person
found 11 hours ago
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'685, price is now CHF 1'233 per person
CHF 1'233
per person
found 11 hours 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.

3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'900, price is now CHF 1'412 per person
CHF 1'412
per person
found 11 hours 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.

3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'303, price is now CHF 1'069 per person
CHF 1'069
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.

4.5-star property
The Godfrey Hotel Chicago
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'503, price is now CHF 1'119 per person
CHF 1'119
per person
found 1 day ago
The shopping around The Godfrey Hotel 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 full-service spa and a restaurant.

4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'395, price is now CHF 1'085 per person
CHF 1'085
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
Hilton Chicago
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 2'144, price is now CHF 1'788 per person
CHF 1'788
per person
found 1 day ago
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 Art Institute of Chicago. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.

3.0-star property
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
4 Jun - 7 Jun
3 night stay
Basel (BSL) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'275, price is now CHF 1'073 per person
CHF 1'073
per person
found 1 day ago
Our customers tell us that they enjoy the free breakfast at Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a gym and a business centre. Some of the pet-friendly amenities that this property offers include food and water bowls and an off-lead area.
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
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'685, price is now CHF 1'233 per person
CHF 1'233
per person
found 11 hours 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
Level Chicago Fulton Market
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 2'131, price is now CHF 1'447 per person
CHF 1'447
per person
found 11 hours ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.

4.5-star property
Swissotel - Chicago
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 2'568, price is now CHF 1'855 per person
CHF 1'855
per person
found 11 hours ago
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.

3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'900, price is now CHF 1'412 per person
CHF 1'412
per person
found 11 hours 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.

3.0-star property
Hilton Garden Inn Chicago Downtown Riverwalk
Downtown Chicago
13 Jun - 20 Jun
7 night stay
Zürich (ZRH) to Chicago (ORD)
United • Return • Coach
Price was CHF 1'965, price is now CHF 1'480 per person
CHF 1'480
per person
found 11 hours ago
The shopping around Hilton Garden Inn Chicago Downtown Riverwalk 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 24-hour business centre.
Best Downtown Chicago hotel deals for your holiday

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 114 per night
CHF 114
26 Apr - 27 Apr
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 111 per night
CHF 111
26 Apr - 27 Apr
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.

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is CHF 129 per night
CHF 129
19 Apr - 20 Apr
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 136 per night
CHF 136
27 Apr - 28 Apr
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.

The Wade
644 N Lake Shore Dr Chicago IL
The price is CHF 156 per night
CHF 156
26 Apr - 27 Apr
includes taxes & fees
1.45 km from Downtown Chicago
Our customers tell us they can't get enough of The Wade's great location. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, an indoor pool and a restaurant are available.

Aloft Chicago Mag Mile
243 E. Ontario Chicago IL
The price is CHF 106 per night
CHF 106
26 Apr - 27 Apr
includes taxes & fees
1.05 km from Downtown Chicago
Our customers tell us they can't get enough of Aloft Chicago Mag Mile's great location. 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 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.
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.