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

4.0-star property
Arlo Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,299, price is now €1,156 per person
€1,156
per person
found 23 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.

4.5-star property
Pendry Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,507, price is now €1,270 per person
€1,270
per person
found 23 hours 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.

4.0-star property
The Emily Hotel
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,494, price is now €1,293 per person
€1,293
per person
found 23 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.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,505, price is now €1,323 per person
€1,323
per person
found 23 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.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,387, price is now €1,223 per person
€1,223
per person
found 23 hours 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.
Highwood Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Arlo Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,299, price is now €1,156 per person
€1,156
per person
found 23 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.

4.5-star property
Pendry Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,507, price is now €1,270 per person
€1,270
per person
found 23 hours 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.

4.0-star property
The Emily Hotel
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,494, price is now €1,293 per person
€1,293
per person
found 23 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.

4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,505, price is now €1,323 per person
€1,323
per person
found 23 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.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,387, price is now €1,223 per person
€1,223
per person
found 23 hours 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.
Best Highwood hotel deals for your holiday

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
1200 N Mittel Blvd, Wood Dale, IL
The price is €86 per night
€86
23 Nov - 24 Nov
includes taxes & fees
28.38 km from city centre
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove. During your stay, you'll be within walking distance of 390 Golf Experience. Features include free self-parking, plus an indoor pool and a restaurant.
Uima-allas
Lemmikkiystävällinen

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
The price is €117 per night
€117
24 Nov - 25 Nov
includes taxes & fees
25.44 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Hyatt Regency O'Hare Chicago. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
Ilmaiset lentokenttäkuljetukset
Lemmikkiystävällinen

Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
The price is €182 per night
€182
28 Nov - 29 Nov
includes taxes & fees
26.57 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.
Ilmaiset lentokenttäkuljetukset
Lemmikkiystävällinen

Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2, Rosemont, IL
The price is €112 per night
€112
27 Nov - 28 Nov
includes taxes & fees
23.8 km from city centre
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.
Uima-allas
Ilmaiset lentokenttäkuljetukset

Holiday Inn Chicago North-Evanston by IHG
1501 Sherman Ave, Evanston, IL
The price is €77 per night
€77
3 Dec - 4 Dec
includes taxes & fees
21.09 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Chicago North-Evanston by IHG. During your stay, you'll be within walking distance of Lake Michigan. Features include free WiFi in public areas, plus a restaurant and a gym.
Ilmainen Wi-Fi
Ravintola

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd, Rosemont, IL
The price is €110 per night
€110
29 Nov - 30 Nov
includes taxes & fees
25.83 km from city centre
Our customers tell us that they can't get enough of the comfortable beds at Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG. During your stay, you're just a quick walk from Rosemont Theatre. Enjoy features like free WiFi in public areas and a free round-trip airport shuttle, plus 3 restaurants.
Uima-allas
Ilmaiset lentokenttäkuljetukset
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 Highwood
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
HKG
Hong Kong SAR
ORD
Chicago
€1,130 Return, found 1 day ago
€1,130
Return
found 1 day ago
HKG
Hong Kong SAR
ORD
Chicago
€1,301 Return, found 1 day ago
€1,301
Return
found 1 day ago
HKG
Hong Kong SAR
ORD
Chicago
€1,402 Return, found 1 day ago
€1,402
Return
found 1 day ago
Other holiday destinations
Plan your trip to Highwood
^Savings based on all package bookings with Flight + Hotel made on ebookers.fi 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.



