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

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.

American Inn & Suites
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Free self parking is available and the motel's front desk is staffed around-the-clock. WiFi in public areas is free. Express check-in, express check-out, and luggage storage are also on offer.

Quality Inn Florissant - St Louis
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and free newspapers.


DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
O'Hare
per person
Jun 21 - Jun 23
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
This hotel's 2 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 free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.
Top Illinois hotels deals

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $187 per night
$187
includes taxes & fees
$159 per night
Apr 21 - Apr 22
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

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $241 per night
$241
includes taxes & fees
$205 per night
May 11 - May 12
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.
Spa
Pet friendly

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $163 per night
$163
includes taxes & fees
$139 per night
Apr 21 - Apr 22
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

Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Free Cancellation
The price is $148 per night
$148
includes taxes & fees
$126 per night
May 4 - May 5
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.
Pet friendly
Free WiFi

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $136 per night
$136
includes taxes & fees
$116 per night
Apr 22 - Apr 23
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
Free Cancellation
Reserve now, pay when you stay
The price is $151 per night
$151
includes taxes & fees
$129 per night
Apr 21 - Apr 22
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
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
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(332 reviews)
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
4.5/5(1,805 reviews)
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.
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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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