Des Plaines Vacation Packages 2026 from $263

Des Plaines flight + hotel vacation packages

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

Bridgeview Inn Chicago Area

Save 100% on your flight

$263

per person

Mar 16 - Mar 21

found 10 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

La Banque Hotel

Save 100% on your flight

$354

per person

Apr 3 - Apr 6

found 9 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$442

per person

Mar 13 - Mar 15

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Save 100% on your flight

$273

per person

Feb 12 - Feb 15

found 16 hours ago

Roundtrip flight included

Houston (IAH) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$966

per person

Mar 13 - Mar 15

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Top Des Plaines hotels deals

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Jan 14 - Jan 15

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$192 total

Jan 14 - Jan 15

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

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$192 total

Jan 14 - Jan 15

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

75 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$103 total

Jan 30 - Jan 31

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$110 total

Jan 19 - Jan 20

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

900 E Grand Chicago IL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$153 total

Jan 20 - Jan 21

Total with taxes and fees

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Free WiFi

Restaurant

Don't see what you're looking for?

See all available properties in Des Plaines

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.

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.

Wrigley Field

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

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Frequently asked questions

How much are vacation packages to Des Plaines?

Starting from as low as $263, hotel and flight packages are a great way to make your budget stretch further. Get ready Des Plaines — here you come!

How long should my Des Plaines vacation be?

Most people spend roughly 2 nights in Des Plaines, but how long you stay is completely up to you. If you intend to explore all the fantastic things this place has to offer, why not hang around for a few extra nights?

Where can I get the best vacation package deals for Des Plaines?

Landing a great package deal to Des Plaines is a cinch with Travelocity. With around 400 air carriers and 1,000,000 properties worldwide, you'll have loads of choice when it comes to selecting your flights and hotels.

Why should I book my Des Plaines vacation bundle with Travelocity?

With exceptional service, 24/7 customer support and some of the most idyllic escapes money can buy, you'll never wander alone. And if you happen to find a lower price, we'll match it. That's our Price Match Guarantee.

Can I save on my Des Plaines car rental if I book it with a hotel or flight?

Certainly — combine your flight, hotel and car into a Des Plaines vacation package and you can save plenty. With so many things to do in Des Plaines, having your own ride will make it easy to explore. Once you're behind the wheel, get out on the wide open road and make your way to University of Wisconsin-Madison, a must-see attraction about 110 mi from Des Plaines.

Which airport is best for Des Plaines?

Many choose to fly into O'Hare Intl. Airport (ORD), 4 mi south of downtown Des Plaines. Others prefer Midway Intl. Airport (MDW) (18 mi away from central Des Plaines) or Lewis University Airport (LOT) (30 mi away from central Des Plaines).

What is there to do in Des Plaines?

Take advantage of the excellent photo-ops at Arndt Park, one of the most popular attractions in Des Plaines. There's plenty more to discover in this exciting city, so make sure you have enough time to see some of its lesser-known sights.

Where should I stay when visiting Des Plaines?

If you're after someplace comfortable to lay your head, have a look at the Holiday Inn Express & Suites Chicago OHare Airport, an IHG Hotel. It's the top pick for many travelers.