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.
4.0-star property
Arlo Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 792, price is now CHF 509 per person
CHF 509
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.
4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 1'111, price is now CHF 642 per person
CHF 642
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 Michigan Avenue. 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.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 923, price is now CHF 588 per person
CHF 588
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. 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.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 879, price is now CHF 564 per person
CHF 564
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 944, price is now CHF 655 per person
CHF 655
per person
found 1 day 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.
Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hilton Garden Inn Chicago Central Loop
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 948, price is now CHF 808 per person
CHF 808
per person
found 2 days ago
Our customers tell us they can't get enough of Hilton Garden Inn Chicago Central Loop's great location. During your stay, you're just a quick walk from Willis Tower. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.0-star property
The Emily Hotel
Downtown Chicago
28 Dec - 2 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was CHF 1'353, price is now CHF 1'039 per person
CHF 1'039
per person
found 22 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.
4.5-star property
Viceroy Chicago
Downtown Chicago
19 Dec - 24 Dec
5 night stay
Zürich (ZRH) to Chicago (ORD)
Austrian Airlines • Direct • Coach
Chicago (ORD) to Zürich (ZRH)
United • Direct • Coach
Price was CHF 1'262, price is now CHF 982 per person
CHF 982
per person
found 2 days ago
Our customers tell us that they can't get enough of the shopping around Viceroy 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 gym. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Arlo Chicago
Downtown Chicago
28 Dec - 2 Jan
5 night stay
Zürich (ZRH) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was CHF 1'106, price is now CHF 900 per person
CHF 900
per person
found 22 hours 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.
Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Arlo Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 792, price is now CHF 509 per person
CHF 509
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.
4.5-star property
Pendry Chicago
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 1'111, price is now CHF 642 per person
CHF 642
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 Michigan Avenue. 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.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 923, price is now CHF 588 per person
CHF 588
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. 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.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 879, price is now CHF 564 per person
CHF 564
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
26 Dec - 2 Jan
7 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was CHF 944, price is now CHF 655 per person
CHF 655
per person
found 1 day 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.
Best Chicago hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
0.69 km from city centre
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
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CHF 156 per night
CHF 156
9 Nov - 10 Nov
includes taxes & fees
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
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is CHF 136 per night
CHF 136
9 Nov - 10 Nov
includes taxes & fees
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 a gym and a business centre.
Haustierfreundlich
Kostenloses WLAN
Freehand Chicago
19 East Ohio Street, Chicago, IL
The price is CHF 82 per night
CHF 82
10 Nov - 11 Nov
includes taxes & fees
1.3 km from city centre
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.
Haustierfreundlich
Kostenloses WLAN
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is CHF 160 per night
CHF 160
9 Nov - 10 Nov
includes taxes & fees
1.21 km from city centre
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.
Pool
Haustierfreundlich
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
The price is CHF 111 per night
CHF 111
10 Nov - 11 Nov
includes taxes & fees
1.61 km from city centre
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.
Kostenloses WLAN
Klimaanlage
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.
JFK
New York
ORD
Chicago
CHF 110 Return, found 4 days ago
CHF 110
Return
found 4 days ago
JFK
New York
ORD
Chicago
CHF 126 Return, found 4 days ago
CHF 126
Return
found 4 days ago
JFK
New York
ORD
Chicago
CHF 131 Return, found 4 days ago
CHF 131
Return
found 4 days ago
Chicago neighborhoods
Other holiday destinations
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.
