Cheap Holidays to Highland Park
- Top deals for trips to Highland Park
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Highland Park
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,596, price is now €1,132 per person
€1,132
per person
found 5 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,840, price is now €1,223 per person
€1,223
per person
found 5 hours ago
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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €2,465, price is now €1,754 per person
€1,754
per person
found 5 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.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,949, price is now €1,393 per person
€1,393
per person
found 5 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
The Talbott, Autograph Collection
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,589, price is now €1,145 per person
€1,145
per person
found 5 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Talbott, Autograph Collection. 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 restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Highland Park Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,596, price is now €1,132 per person
€1,132
per person
found 5 hours ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,840, price is now €1,223 per person
€1,223
per person
found 5 hours ago
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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €2,465, price is now €1,754 per person
€1,754
per person
found 5 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.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,949, price is now €1,393 per person
€1,393
per person
found 5 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
The Talbott, Autograph Collection
Downtown Chicago
26 Oct - 31 Oct
5 night stay
Helsinki (HEL) to Chicago (ORD)
SAS • Non-stop roundtrip • Coach
Price was €1,589, price is now €1,145 per person
€1,145
per person
found 5 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Talbott, Autograph Collection. 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 restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Best Highland Park hotel deals for your holiday
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is €147 per night
€147
30 Aug - 31 Aug
includes taxes & fees
33.79 km from city center
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
The price is €249 per night
€249
5 Sept - 6 Sept
includes taxes & fees
24.26 km from city center
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 Donald E. Stephens Convention Center. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is €166 per night
€166
30 Aug - 31 Aug
includes taxes & fees
22.84 km from city center
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 Rosemont Theatre. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
5440 N River Rd Rosemont IL
The price is €159 per night
€159
24 Aug - 25 Aug
includes taxes & fees
23.31 km from city center
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 Fashion Outlets of Chicago. Enjoy features like free WiFi in public areas and a free round-trip airport shuttle, plus 3 restaurants.
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
The price is €148 per night
€148
31 Aug - 1 Sept
includes taxes & fees
21.43 km from city center
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.
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
The price is €101 per night
€101
7 Sept - 8 Sept
includes taxes & fees
25.62 km from city center
The free breakfast at Comfort Suites Chicago O'Hare Airport gets good marks from our customers. During your stay, you'll be close to Fashion Outlets of Chicago. Free WiFi in public areas, a free round-trip airport shuttle and free train pick-up service are available.
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 Highland Park
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
€41
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
88% of travellers recommend
Chicago CityPASS®: Experience 5 must-see attractions
€126
per adult
94% of travellers recommend
Big Bus Chicago Hop-On Hop-Off Big Bus Tour
€34
per adult
86% of travellers recommend
Other holiday destinations
Plan your trip to Highland Park
^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.