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
Fairmont Chicago at Millennium Park
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'137, price is now CHF 1'644 per person
CHF 1'644
per person
found 11 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Z ürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'737, price is now CHF 2'075 per person
CHF 2'075
per person
found 11 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
The Peninsula Chicago
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 3'177, price is now CHF 2'443 per person
CHF 2'443
per person
found 11 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.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'124, price is now CHF 1'664 per person
CHF 1'664
per person
found 11 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.0-star property
The Emily Hotel
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'226, price is now CHF 1'771 per person
CHF 1'771
per person
found 11 hours 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 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
21 Jun - 25 Jun
4 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'705, price is now CHF 1'385 per person
CHF 1'385
per person
found 9 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.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
21 Jun - 25 Jun
4 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'862, price is now CHF 1'527 per person
CHF 1'527
per person
found 9 hours ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Navy Pier. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
21 Jun - 25 Jun
4 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'857, price is now CHF 1'524 per person
CHF 1'524
per person
found 9 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
21 Jun - 25 Jun
4 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'747, price is now CHF 1'452 per person
CHF 1'452
per person
found 9 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
3.5-star property
Sports Illustrated Resorts Chicago
Downtown Chicago
21 Jun - 25 Jun
4 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was CHF 1'653, price is now CHF 1'393 per person
CHF 1'393
per person
found 9 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 bar.
Downtown Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'137, price is now CHF 1'644 per person
CHF 1'644
per person
found 11 hours ago
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'737, price is now CHF 2'075 per person
CHF 2'075
per person
found 11 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
The Peninsula Chicago
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 3'177, price is now CHF 2'443 per person
CHF 2'443
per person
found 11 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.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'124, price is now CHF 1'664 per person
CHF 1'664
per person
found 11 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.0-star property
The Emily Hotel
Downtown Chicago
21 Jun - 26 Jun
5 night stay
Zürich (ZRH) to Chicago (ORD)
Iberia • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
Finnair • Direct • Coach
Price was CHF 2'226, price is now CHF 1'771 per person
CHF 1'771
per person
found 11 hours 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.
Best Downtown Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 125 per night
CHF 125
26 May - 27 May
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.
Kostenloses WLAN
Restaurant
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is CHF 154 per night
CHF 154
25 May - 26 May
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.
Frühstück inbegriffen
Kostenloses WLAN
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is CHF 100 per night
CHF 100
26 May - 27 May
includes taxes & fees
0.98 km from Downtown Chicago
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.
Haustierfreundlich
Kostenloses WLAN
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CHF 113 per night
CHF 113
25 May - 26 May
includes taxes & fees
1.22 km from Downtown Chicago
The Chicago Hotel Collection - 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 2 restaurants and 2 bars.
Haustierfreundlich
Kostenloses WLAN
River Hotel
75 East Wacker Drive Chicago IL
The price is CHF 134 per night
CHF 134
25 May - 26 May
includes taxes & fees
0.36 km from Downtown Chicago
Our customers tell us that they can't get enough of the helpful staff at River Hotel. 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.
Haustierfreundlich
Kostenloses WLAN
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
The price is CHF 147 per night
CHF 147
25 May - 26 May
includes taxes & fees
0.78 km from Downtown Chicago
Our customers tell us they can't get enough of Holiday Inn Chicago Dwtn - The Mart by IHG's great location. During your stay, you're just a quick walk from Merchandise Mart. Free WiFi in public areas, 2 restaurants and an indoor pool are available.
Pool
Kostenloses WLAN
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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.
LAX
Los Angeles
ORD
Chicago
CHF 176 Return, found 1 day ago
CHF 176
Return
found 1 day ago
FCO
Rome
ORD
Chicago
CHF 486 Return, found 1 hour ago
CHF 486
Return
found 1 hour ago
LAX
Los Angeles
MDW
Chicago
CHF 602 Return, found 12 hours ago
CHF 602
Return
found 12 hours ago
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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.