Illinois Vacation Packages 2026 from $517

Search vacation packages deals in Illinois's top destinations

A city skyline with modern skyscrapers and a river with boats and people in the foreground.

Chicago

Vacations

Illinois flight + hotel vacation packages

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

Sheraton Grand Chicago Riverwalk

Downtown Chicago

Save 100% on your flight

$517

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$826

per person

Dec 22 - Dec 29

found 17 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$720

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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

$1,776

per person

Dec 23 - Dec 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Sofitel Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

$738

per person

Dec 22 - Dec 29

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 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and express check-out are also on offer.

Top Illinois hotels deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$129 total

Nov 11 - Nov 12

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

River Hotel

75 East Wacker Drive Chicago IL

$152 nightly

$181 total

Nov 1 - Nov 2

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 Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$143 total

Nov 11 - Nov 12

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

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$169 total

Nov 9 - Nov 10

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

The Wade

644 N Lake Shore Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$169 total

Nov 1 - Nov 2

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

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$230 total

Oct 30 - Oct 31

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

Don't see what you're looking for?

See all available properties in Illinois

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.

Stay near popular Illinois attractions

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

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

See properties

Photos of local treasures

Browse Illinois vacation photos for more inspiration

A busy city street with tall buildings, a bus, and cars.

Silhouettes of people against a cityscape at night.

A natural cave with a small pond and lush greenery.

A waterfront building with a sign reading "Water Street."

Frequently asked questions

How much are vacation packages to Illinois?

You might be pleasantly surprised — you can vacation in Illinois for a mere $517. At Travelocity, we save you money and time with our awesome vacation package deals. With hotels, flights and experiences all ready to be snapped up, why wait any longer?

Where can I get the best vacation package deals for Illinois?

Travelocity has endless ways to score an incredible Illinois package deal. Choose from as many as 400 partner airlines and 1,000,000 hotels worldwide and put together a travel itinerary that suits your style. With so many options at hand, it's easy to plan your next exciting getaway.

Why should I purchase my Illinois vacation package via Travelocity?

Because you'll never wander on your own if you lock in your trip through us, and we offer 24/7 customer support and first-rate service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to choose from. It's our job to help you jet off on the vacation of a lifetime.

Can I save money on my Illinois car rental if I bundle it with hotels and flights?

Bundling your bookings into an Illinois vacation package will certainly save you money. Combine a car and flight; a flight, hotel and car; or a hotel and car. There's no better way to discover the greater Illinois region than with your own ride. You can also add activities and experiences to your Travelocity package.

Which airport is best for Illinois?

Most visitors get to Illinois via Greater Peoria Regional Airport (PIA) or Central Illinois Regional Airport (BMI). Abraham Lincoln Capital Airport (SPI) is another popular choice.

What is there to do in Illinois?

Illinois boasts hidden gems around every corner, however make sure you plan a trip to Wrigley Field and Six Flags Great America while you're in town. These two attractions can't be missed.

Where to stay in Illinois: Best areas for travelers

Chicago: There is so much to explore in this bustling destination — save your money and time by booking everything you need in one place. Start with choosing where you'll base yourself. There are lots of great hotels, including the Hampton Inn Majestic Chicago Theatre District, the Palmer House a Hilton Hotel and the Silversmith Hotel Chicago Downtown. Then, wander around interesting attractions like Wrigley Field. Millennium Park and Willis Tower are another two sights you shouldn't miss.
Collinsville: If a comfortable room and a great night's sleep are important to you while on your getaway, you've got plenty of reputable hotels to choose from here. Take a look at the Americas Best Value Inn Collinsville St. Louis. The Drury Inn St. Louis Collinsville and the DoubleTree by Hilton Collinsville - St. Louis are also highly sought after by regular travelers. While you're here, you should include some captivating historical attractions in your travel itinerary, like Cahokia Mounds State Historic Site, Lincoln Douglas Square and Robert Wadlow Statue.
Rockford: Everyone knows that surrounding yourself in nature is good for your body and soul. Luckily, there are loads of natural attractions to explore here, such as Anderson Japanese Gardens, Pearl Lake and Krape Park. Why not stay an extra night or two and visit Klehm Arboretum, Jane Addams Recreation Trail and Fisher Park too? Going with the right hotel will help make your vacation even more pleasant. Among the best places to stay are the Embassy Suites by Hilton Rockford Riverfront, the Riverview Inn & Suites, Ascend Hotel Collection and the Alpine Inn Rockford.
Peoria: If it's your first time in Peoria and you need some advice on where to stay, the Mark Twain Hotel, the Peoria Marriott Pere Marquette and the Four Points By Sheraton Peoria are fantastic choices. What's more, they're excellent bases from which to discover this destination's many sights. Par-A-Dice Casino, Peoria Riverfront Museum and Shoppes at Grand Prairie lure locals and visitors alike. Be sure to visit other attractions like Northwoods Mall, Spirit of Peoria and Louisville Slugger Sports Complex.
Champaign: Do you like staying in the middle of the city but also desire access to nature too? Some of the places you should stop by during your trip here are West Side Park and Rockome Gardens. If you're yearning for more time out in nature, you won't want to miss Hessel Park, Kaufman Lake, Crystal Lake Park and AMBUCS Park either. All that sightseeing and running around will tire you out, so lay your head at someplace comfortable like the Hyatt Place Champaign-Urbana, the TownePlace Suites by Marriott Champaign Urbana/Campustown or the Hampton Inn Champaign/Urbana.