Deals on vacations and trips to Orland Park

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Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $505, price is now $342 per person
$342
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,072, price is now $630 per person
$630
per person
Feb 23 - Feb 27
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $583, price is now $351 per person
$351
per person
Feb 23 - Feb 27
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $661, price is now $425 per person
$425
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $597, price is now $390 per person
$390
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

Top Orland Park hotels deals

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $111 total per night
$111 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Pool
Breakfast included
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $145 total per night
$145 total
Dec 28 - Dec 29
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.
Pool
Spa
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $114 total per night
$114 total
Dec 10 - Dec 11
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-in, and express check-out are also on offer.
Pet friendly
Free WiFi
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $110 total per night
$110 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Spa
Free WiFi
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A library, express check-in, and express check-out are also on offer.
Free WiFi
Air conditioning
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $166 total per night
$166 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, conference space, and valet parking. WiFi in public areas, luggage storage, and concierge services are also on offer.
Pet friendly
Free WiFi
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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.

Popular places to visit

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
McCormick Place showing a high rise building and a city

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

Frequently asked questions

How much are vacation packages to Orland Park?
Get ready to be pleasantly surprised — you could find yourself in Orland Park for a paltry $342. Here at Travelocity, we save you money and stress with our excellent vacation packages. With hotels, flights and tours all in one place, what are you waiting for?
How long should my Orland Park vacation be?
Many travelers pack their bags and explore the sights of Orland Park for around 2 nights. That's a great guide, but don't be restricted by it. Whether you only stay for a few days to see the big attractions or stick around to uncover off-the-beaten-path gems, an amazing escape awaits.
Where can I get the best vacation package deals for Orland Park?
It's hard to look past Travelocity when it comes to putting together your Orland Park package deal. There are at least 400 airlines and 1,000,000 worldwide properties to select from. Book your trip now and get ready to tick another exciting destination off your bucket list.
Why should I purchase my Orland Park vacation package via Travelocity?
Because you'll never wander on your own if you book your trip through us, and we offer 24/7 customer support and excellent service to boot. Add to that our Price Match Guarantee and a huge range of experiences to select from. It's our job to make your daydreams a reality.
Can I save on my Orland Park car rental if I combine it with a hotel or flight?
You most certainly can — combine your car, hotel and flight into an Orland Park vacation package and you'll save a handsome sum. With so much to uncover in and around Orland Park, that set of wheels will make exploring a breeze. Once you're in the driver's seat, get out on the wide open road and head to Six Flags Great America, a well-known attraction about 50 mi from Orland Park.
Which airport is best for Orland Park?
O'Hare Intl. Airport (ORD) is 25 mi from the downtown area and is the beginning point for many memorable experiences. Alternatively, Midway Intl. Airport (MDW) is 12 mi away from central Orland Park and Lewis University Airport (LOT) is 12 mi away from central Orland Park.
What is there to do in Orland Park?
Orland Park has plenty of things to see and do, such as Centennial Park and Orland Square. These two fantastic attractions are at the top of most tourists' must-see lists.
Where should I stay when visiting Orland Park?
The Quality Inn & Suites Orland Park - Chicago is the top choice of many travelers. Book now to avoid missing out.

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