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

3.0-star property
Comfort Inn & Suites Arlington Heights - Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €929, price is now €852 per person
€852
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Arlington Heights - Schaumburg. During your stay, you're just a quick walk from OSHA Training Institute. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.

4.0-star property
DoubleTree by Hilton Chicago Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,059, price is now €950 per person
€950
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Chicago Schaumburg. During your stay, you'll be within walking distance of Woodfield Mall. Free WiFi in public areas, free self-parking and a free area shuttle are available.

3.0-star property
Four Points by Sheraton Chicago Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,118, price is now €1,014 per person
€1,014
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Four Points by Sheraton Chicago Schaumburg. During your stay, you'll be within walking distance of Woodfield Mall. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.

3.5-star property
Hilton Rosemont Chicago O'Hare
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,051, price is now €969 per person
€969
per person
found 1 day 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.

4.0-star property
Chez Hotel Arlington Heights
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,001, price is now €927 per person
€927
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Chez Hotel Arlington Heights. During your stay, you'll be within walking distance of OSHA Training Institute. Free WiFi in public areas, free self-parking and a restaurant are available. This property offers pet-friendly amenities, such as food and water bowls.
Chicago Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Comfort Inn & Suites Arlington Heights - Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €929, price is now €852 per person
€852
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Comfort Inn & Suites Arlington Heights - Schaumburg. During your stay, you're just a quick walk from OSHA Training Institute. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.

4.0-star property
DoubleTree by Hilton Chicago Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,059, price is now €950 per person
€950
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Chicago Schaumburg. During your stay, you'll be within walking distance of Woodfield Mall. Free WiFi in public areas, free self-parking and a free area shuttle are available.

3.0-star property
Four Points by Sheraton Chicago Schaumburg
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,118, price is now €1,014 per person
€1,014
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Four Points by Sheraton Chicago Schaumburg. During your stay, you'll be within walking distance of Woodfield Mall. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.

3.5-star property
Hilton Rosemont Chicago O'Hare
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,051, price is now €969 per person
€969
per person
found 1 day 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.

4.0-star property
Chez Hotel Arlington Heights
30 Mar - 3 Apr
4 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct return • Coach
Price was €1,001, price is now €927 per person
€927
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Chez Hotel Arlington Heights. During your stay, you'll be within walking distance of OSHA Training Institute. Free WiFi in public areas, free self-parking and a restaurant are available. This property offers pet-friendly amenities, such as food and water bowls.
More Chicago hotels

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €132 per night
€132
13 Feb - 14 Feb
includes taxes & fees
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.
Free WiFi
Restaurant

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
The price is €102 per night
€102
22 Feb - 23 Feb
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
Breakfast included

Hilton Chicago
720 S Michigan Ave Chicago IL
The price is €163 per night
€163
21 Feb - 22 Feb
includes taxes & fees
0.96 km from city centre
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 State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Pool
Hot tub

DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
The price is €91 per night
€91
12 Feb - 13 Feb
includes taxes & fees
1.51 km from city centre
Our customers tell us that they can't get enough of the sightseeing around DoubleTree by Hilton Chicago - Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.
Pool
Pet-friendly

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
The price is €132 per night
€132
9 Feb - 10 Feb
includes taxes & fees
1.47 km from city centre
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.
Breakfast included
Free WiFi

Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is €195 per night
€195
7 Mar - 8 Mar
includes taxes & fees
25.24 km from city centre
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.
Free airport shuttle
Pet-friendly
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.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ie 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.
