
Cheap Holidays to Chicago
- Top deals for trips to Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Chicago
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Four Points by Sheraton Chicago O'Hare Airport
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the comfortable beds at Four Points by Sheraton Chicago O'Hare Airport. During your stay, you'll be close to Fashion Outlets of Chicago. Features include free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 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.

3.0-star property
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Sonesta Chicago O'Hare Airport Rosemont's great location gets high marks from our customers. During your stay, you'll be within walking distance of Allstate Arena. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant. This property offers pet-friendly amenities, such as food and water bowls.

3.5-star property
Hilton Rosemont Chicago O'Hare
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Rosemont Chicago O'Hare. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. Enjoy features like free WiFi in public areas, a free round-trip airport shuttle and a free area shuttle.

3.0-star property
Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Chicago O'Hare – Rosemont by IHG. During your stay, you're just a quick walk from Allstate Arena. Enjoy features like free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.
Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Four Points by Sheraton Chicago O'Hare Airport
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the comfortable beds at Four Points by Sheraton Chicago O'Hare Airport. During your stay, you'll be close to Fashion Outlets of Chicago. Features include free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 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.

3.0-star property
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Sonesta Chicago O'Hare Airport Rosemont's great location gets high marks from our customers. During your stay, you'll be within walking distance of Allstate Arena. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant. This property offers pet-friendly amenities, such as food and water bowls.

3.5-star property
Hilton Rosemont Chicago O'Hare
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Rosemont Chicago O'Hare. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. Enjoy features like free WiFi in public areas, a free round-trip airport shuttle and a free area shuttle.

3.0-star property
Holiday Inn Chicago O'Hare – Rosemont by IHG
O'Hare
26 May - 31 May
5 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 6 hours ago
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Chicago O'Hare – Rosemont by IHG. During your stay, you're just a quick walk from Allstate Arena. Enjoy features like free WiFi in public areas and a free round-trip airport shuttle, plus an indoor pool.
Best Chicago hotel deals for your holiday

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
The price is CHF 95 per night
CHF 95
includes taxes & fees
20 Apr - 21 Apr
1.57 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
Haustierfreundlich
Kostenloses WLAN

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 135 per night
CHF 135
includes taxes & fees
13 Apr - 14 Apr
1.33 km from city centre
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.
Pool
Frühstück inbegriffen

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is CHF 192 per night
CHF 192
includes taxes & fees
16 Apr - 17 Apr
1 km from city centre
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.
Wellness
Haustierfreundlich

River Hotel
75 East Wacker Drive, Chicago, IL
The price is CHF 102 per night
CHF 102
includes taxes & fees
20 Apr - 21 Apr
0.81 km from city centre
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

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 122 per night
CHF 122
includes taxes & fees
21 Apr - 22 Apr
2.17 km from city centre
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.
Pool
Haustierfreundlich

L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
The price is CHF 153 per night
CHF 153
includes taxes & fees
6 Apr - 7 Apr
0.67 km from city centre
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.
Haustierfreundlich
Kostenloses WLAN
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.
Cheap flights to Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
EWR
New York
MDW
Chicago
CHF 159 Return, found 14 hours ago
CHF 159
Return
found 14 hours ago
EWR
New York
ORD
Chicago
CHF 159 Return, found 14 hours ago
CHF 159
Return
found 14 hours ago
JFK
New York
ORD
Chicago
CHF 159 Return, found 2 days ago
CHF 159
Return
found 2 days ago
Chicago neighborhoods
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Plan your trip to Chicago
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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.