Orland Park Vacation Packages 2026 from $752

Orland Park flight + hotel vacation packages

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

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$752

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$788

per person

Oct 29 - Nov 2

found 16 hours ago

Roundtrip flight included

Boston (BOS) 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.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$916

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$800

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$793

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Top Orland Park hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$130 total

Sep 8 - Sep 9

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

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$220 nightly

$261 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. 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 a coffee shop are also provided.

Free WiFi

Restaurant

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL

Get rates

A gym, self parking, and a virtual front desk are featured at this aparthotel. WiFi in public areas is free. A convenience store and luggage storage are also provided.

Kitchen

Washer

River Hotel

75 East Wacker Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$155 total

Aug 23 - Aug 24

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

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$222 nightly

$264 total

Aug 30 - Aug 31

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a lobby fireplace, and luggage storage are also offered.

Pet friendly

Free WiFi

Fairmont Chicago at Millennium Park

200 North Columbus Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$351 total

Aug 23 - Aug 24

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Spa

Pet friendly

Don't see what you're looking for?

See all available properties in Orland Park

View all properties

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.

See properties

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 $752. 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.