
Deals on vacations and trips to Illinois
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Search vacation packages deals in Illinois's top destinations

Chicago
Vacations
Illinois flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

The Drake
Downtown Chicago
Save 100% on your flight
Price was $425, price is now $279 per person
$279
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A coffee shop, limo/town car service, and a grocery/convenience store are also on offer.

The Wildwood Hotel
Price was $756, price is now $468 per person
$468
per person
Mar 12 - Mar 15
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was $612, price is now $402 per person
$402
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $962, price is now $638 per person
$638
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
Price was $419, price is now $284 per person
$284
per person
Mar 11 - Mar 15
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
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. Self parking, a coffee shop, and a snack bar/deli are also offered.
Top Illinois hotels deals

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $105 total per night
$105 total
Jan 5 - Jan 6, 2026
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

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $179 total per night
$179 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.
Pool
Spa

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $104 total per night
$104 total
Dec 25 - Dec 26
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. A snack bar/deli, express check-in, and express check-out are also on offer.
Pet friendly
Free WiFi

Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Dec 30 - Dec 31
Total with taxes and fees
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 library, express check-in, and express check-out are also on offer.
Free WiFi
Air conditioning

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Dec 30 - Dec 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

Eurostars Magnificent Mile
660 North State Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $110 total per night
$110 total
Jan 22 - Jan 23, 2026
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
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

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.

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

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.
Photos of local treasures
Browse Illinois vacation photos for more inspiration





Frequently asked questions
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.
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