Des Plaines Vacation Packages 2026 from $272

Des Plaines flight + hotel vacation packages

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

Le Méridien Essex Chicago

Downtown Chicago

Save 100% on your flight

$272

per person

Dec 30 - Jan 1

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 business center, free WiFi in public areas, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Save 100% on your flight

$567

per person

Dec 19 - Dec 22

found 1 day ago

Roundtrip flight included

Dallas (DAL) 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.

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$685

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.

Level Chicago Fulton Market

Downtown Chicago

$637

per person

Jan 24 - Jan 28

found 1 day ago

Roundtrip flight included

Houston (IAH) 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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$349

per person

Jan 19 - Jan 22

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. 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

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3001 South Mannheim Road Des Plaines IL

Free Cancellation

$119 nightly

$140 total

Nov 27 - Nov 28

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$129 total

Nov 10 - Nov 11

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

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$159 total

Nov 2 - Nov 3

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 free WiFi in public areas, express check-out, and valet parking. A lobby fireplace, luggage storage, and wedding services are also on offer.

Pet friendly

Free WiFi

River Hotel

75 East Wacker Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$132 total

Nov 26 - Nov 27

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 Wade

644 N Lake Shore Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$141 total

Nov 23 - Nov 24

Total with taxes and fees

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.

Pool

Pet friendly

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$159 total

Nov 1 - Nov 2

Total with taxes and fees

This boutique 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, express check-out, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.

Pet friendly

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 Des Plaines attractions

Rivers Casino

8.0/10 (559 reviews)

Why not roll the dice with a visit to Rivers Casino during your travels in Des Plaines? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Des Plaines?

Starting from as low as $272, 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.