Cheap Holidays to Orland Park
- Top deals for trips to Orland Park
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Orland Park
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
26 Aug - 1 Sep
6 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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
Level Chicago – Old Town
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
5.0-star property
The Peninsula Chicago
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Orland Park Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Claridge House
Downtown Chicago
11 Oct - 14 Oct
3 night stay
London (LON) to Chicago (ORD)
American Airlines • Return • Coach
per person
found 1 day ago
Our customers tell us they can't get enough of Claridge House's great location. During your stay, you're just a quick walk from Lake Michigan. Enjoy features like a full-service spa, a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
11 Oct - 14 Oct
3 night stay
London (LON) to Chicago (ORD)
American Airlines • Return • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
Pendry Chicago
Downtown Chicago
11 Oct - 14 Oct
3 night stay
London (LON) to Chicago (ORD)
American Airlines • Return • Coach
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.
3.0-star property
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Downtown Chicago
11 Oct - 14 Oct
3 night stay
London (LON) to Chicago (ORD)
American Airlines • Return • Coach
per person
found 1 day ago
The free breakfast at Hampton Inn Chicago Downtown/N Loop/Michigan Ave gets good marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a 24-hour gym and a bar are available.
3.0-star property
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
11 Oct - 14 Oct
3 night stay
London (LON) to Chicago (ORD)
American Airlines • Return • Coach
per person
found 1 day ago
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.
Orland 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
6 Sep - 11 Sep
5 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 9 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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
6 Sep - 11 Sep
5 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 9 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.
4.5-star property
Swissotel - Chicago
Downtown Chicago
10 Oct - 15 Oct
5 night stay
London (LON) to Chicago (ORD)
Austrian Airlines • Direct return • Coach
Save 100% on your flight
per person
found 8 hours ago
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.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
6 Sep - 11 Sep
5 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 9 hours ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.5-star property
W Chicago - Lakeshore
Downtown Chicago
6 Sep - 11 Sep
5 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 9 hours ago
Our customers tell us they can't get enough of W Chicago - Lakeshore's great location. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, an indoor pool and a restaurant are available. This property offers pet-friendly amenities, such as food and water bowls.
Orland Park Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
26 Aug - 1 Sep
6 night stay
London (LON) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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
Level Chicago – Old Town
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
5.0-star property
The Peninsula Chicago
Downtown Chicago
7 Sep - 13 Sep
6 night stay
London (LHR) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Orland Park Holidays
Travel is about living life to the full. When you're ready to soak up the delights of Orland Park, ebookers will be here to show you how to secure amazing deals on everything you need to make your getaway unforgettable.
With a database of over 500 airline partners and more than 500,000 international properties, you'll be spoilt for choice wherever the wind takes you.
Also, if you secure a Flight + Hotel package with ebookers and spot a better deal elsewhere within 48 hours pre check in, we'll match it and refund you the difference. That's our Price Guarantee.
Now is the time to dust off your passport and start ticking off some bucket-list sights. Whether you'd like to soak up the excitement of a bustling city or just relax in an intimate hideaway, we'll help you get moving.Terms and Conditions apply.
Best Orland Park hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is £151 per night
£151
per night
5 Aug - 6 Aug
33.23 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 Art Institute of Chicago. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Free WiFi
Restaurant
River Hotel
75 East Wacker Drive, Chicago, IL
The price is £147 per night
£147
per night
25 Aug - 26 Aug
34.32 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.
Pet-friendly
Free WiFi
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is £182 per night
£182
per night
23 Aug - 24 Aug
33.61 km from city centre
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Pool
Spa
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
The price is £155 per night
£155
per night
26 Aug - 27 Aug
34.8 km from city centre
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
Spa
Free WiFi
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
The price is £131 per night
£131
per night
25 Aug - 26 Aug
33.3 km from city centre
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago's great location. During your stay, you're just a quick walk from Willis Tower. 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.
Pet-friendly
Free WiFi
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is £143 per night
£143
per night
25 Aug - 26 Aug
34.6 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
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.
Chicago neighborhoods
Other holiday destinations
Plan your trip to Orland Park
Top Trending
Hotels
Les Villages Nature ParisB&B Beckton StationStanding Stones LodgeGrand Shores WestApartments LivingstonVillas South CarolinaCaravan Parks ShirebrookM Hotel Makkah by MillenniumFlashman's HotelGuest Houses WitfieldSafestay London Kensington Holland ParkCaravan Parks TempletonB&B WidnesHotels near Nnamdi Azikiwe Intl.
Flights
Flights from Exeter to AberdeenFlights from London to Amalfi CoastJetBlue Airways Windsor Locks (BDL) to Orlando (MCO) flightsBrussels Airlines Kinshasa (FIH) to Chicago (ORD) flightsFlights to RosemontFlights from Edinburgh to DenverAlaska Airlines Seattle (SEA) to Amsterdam (AMS) flightsFlights from Elk Grove VillageFlights from Johannesburg to ZanzibarFlights to CalabasaseasyJet Aberdeen (ABZ) to Gatwick (LGW) flightsFlights from RosemontFlights from London to Jerusalem
Holiday Rentals
^Savings based on all package bookings with Flight + Hotel made on ebookers.com 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.