Des Plaines Vacation Packages 2026 from $397

Des Plaines flight + hotel vacation packages

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

Hilton Chicago O'Hare Airport

O'Hare

$397

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

La Banque Hotel

$419

per person

May 7 - May 11

found 1 day 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

$565

per person

May 15 - May 17

found 1 day 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.

The Wade

Downtown Chicago

Save 100% on your flight

$542

per person

May 10 - May 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Pendry Chicago

Downtown Chicago

$678

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 Des Plaines hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$118 total

Mar 30 - Mar 31

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

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$159 total

Mar 15 - Mar 16

Total with taxes and fees

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.

Breakfast included

Free WiFi

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$144 total

Mar 23 - Mar 24

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

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$122 total

Mar 18 - Mar 19

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

Eurostars Magnificent Mile

660 North State Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$160 total

Mar 15 - Mar 16

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

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$182 total

Apr 1 - Apr 2

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

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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

Wrigley Field

4.5/5(2,128 reviews)

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

Michigan Avenue

4.5/5(332 reviews)

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.

McCormick Place

4.5/5(1,805 reviews)

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.

Frequently asked questions

How much are vacation packages to Des Plaines?

Starting from as low as $397, 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.