Orland Park Vacation Packages 2026 from $517

Orland Park flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Save 100% on your flight

$517

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$826

per person

Dec 22 - Dec 29

found 14 hours 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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$720

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, a business center, and a picnic area are also offered.

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$1,776

per person

Dec 23 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Sofitel Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$738

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip 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 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and express check-out are also on offer.

Top Orland Park hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$129 total

Nov 11 - Nov 12

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

River Hotel

75 East Wacker Drive Chicago IL

$152 nightly

$181 total

Nov 1 - Nov 2

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. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$230 total

Nov 13 - Nov 14

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Freehand Chicago

19 East Ohio Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$185 nightly

$220 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

The Royal Sonesta Chicago Downtown

71 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$233 total

Nov 1 - Nov 2

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. Luggage storage, concierge services, and wedding services are also on offer.

Pet friendly

Free WiFi

Eurostars Magnificent Mile

660 North State Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$171 total

Nov 1 - Nov 2

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

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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.

Stay near popular Orland Park attractions

Orland Square

8.4/10 (33 reviews)

You can do some window-shopping at Orland Square during your stay in Orland Park. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

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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 $517. 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.