Des Plaines Vacation Packages 2026 from $314

Des Plaines flight + hotel vacation packages

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

Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Save 100% on your flight

$314

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a coffee shop, and free WiFi in public areas. Express check-out, luggage storage, and free newspapers are also on offer.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$768

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Four Seasons Hotel Chicago

Downtown Chicago

Save 100% on your flight

$2,857

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$696

per person

Oct 22 - Oct 25

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.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$380

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

Top Des Plaines hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$140 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

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$170 total

Aug 30 - Aug 31

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

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$210 nightly

$247 total

Aug 30 - Aug 31

Total with taxes and fees

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.

Free airport shuttle

Pet friendly

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$245 total

Sep 10 - Sep 11

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

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$193 total

Aug 30 - Aug 31

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 business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and limo/town car service are also offered.

Free airport shuttle

Pet friendly

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$251 total

Sep 1 - Sep 2

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

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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 lively bars while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Des Plaines?

Starting from as low as $314, 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.