Des Plaines Vacation Packages 2025/2026 from $141

Des Plaines flight + hotel vacation packages

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$141

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$227

per person

Jan 23 - Jan 26

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.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$329

per person

Jan 22 - Jan 26

found 19 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

$279

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Trump International Hotel & Tower Chicago

Downtown Chicago

$1,148

per person

Dec 24 - Dec 31

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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$100 nightly

$117 total

Nov 25 - Nov 26

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

$101 nightly

$119 total

Dec 7 - Dec 8

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

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$129 total

Dec 8 - Dec 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

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$137 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Free WiFi

Restaurant

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$108 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

Pet friendly

Hotel Riu Plaza Chicago

150 East Ontario Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$139 total

Dec 8 - Dec 9

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

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

Wrigley Field

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

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.

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.

Frequently asked questions

How much are vacation packages to Des Plaines?

Starting from as low as $141, 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.