Find Hotels with Early Check-in in Downtown Chicago, IL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Downtown Chicago Hotels with Early Check-in

Our top choices for Downtown Chicago hotels with express check-in

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3395)
"I always love staying at this place when I visit"
Canada
William
The price is AED 500
AED 694 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago

River Hotel

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4856)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is AED 300
AED 352 total
includes taxes & fees
22 Dec - 23 Dec
River Hotel

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
The price is AED 305
AED 358 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2108)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2633)
"The room was spotless and the staff where great!"
United States
Maria
The price is AED 226
AED 330 total
includes taxes & fees
6 Jan - 7 January 2026
Freehand Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3000)
"Very beautiful place to stay"
United States
FaithBrenda
The price is AED 419
AED 599 total
includes taxes & fees
1 Jan - 2 January 2026
Swissotel - Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1044)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AED 359
AED 529 total
includes taxes & fees
1 Jan - 2 January 2026
Hyatt Centric Chicago Magnificent Mile

Cambria Hotel Chicago Loop - Theatre District

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1451)
"Clean, modern, friendly/helpful staff, the perfect spot for staying for a show at The Chicago Theatre. Parking was close and easy too. "
United States
Megan
The price is AED 332
AED 389 total
includes taxes & fees
4 Jan - 5 January 2026
Cambria Hotel Chicago Loop - Theatre District

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3311)
"Great staff, good location, close to transport and attractions"
Australia
Paul
The price is AED 299
AED 352 total
includes taxes & fees
22 Dec - 23 Dec
Club Quarters Hotel, Central Loop, Chicago

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5359)
"excellent hotel "
United States
Myounghee
The price is AED 346
AED 407 total
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North
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.

Find out more about Downtown Chicago

Discover top Downtown Chicago attractions

Downtown Chicago offers a vibrant mix of culture, architecture, and family-friendly activities that cater to adventurous travelers. Start your exploration at Millennium Park, where you can snap a selfie in front of the iconic Cloud Gate sculpture, affectionately known as "The Bean," and enjoy the lush gardens and public art installations. Just a short walk away, the Art Institute of Chicago houses an impressive collection that includes masterpieces from Monet to Grant Wood, making it a must-visit for art enthusiasts. For a family-friendly thrill, head to Navy Pier, where you can ride the Ferris wheel, explore the Children's Museum, or catch a stunning fireworks show over Lake Michigan. Don’t miss the architectural boat tours along the Chicago River, offering unique perspectives of the city’s skyline while learning about its rich history. Finally, take in breathtaking views from the Willis Tower Skydeck, where you can step onto the glass ledge for a heart-pounding experience 1,353 feet above the ground. Staying in Downtown Chicago means you’ll be just steps away from these attractions, with hotels that offer modern amenities and attentive service. Many accommodations boast rooftop bars or restaurants with sweeping city views, ensuring your relaxation after a day of exploration. Whether you choose a luxury hotel or a family-friendly suite, you’ll find comfort and convenience that cater to your high expectations.

Find the best hotels with early check-in in Downtown Chicago

For travelers seeking the flexibility of early check-in in Downtown Chicago, these hotels offer welcoming stays that cater to their needs. Each option provides excellent amenities and a comfortable environment to start their adventures early.

Hotel Riu Plaza Chicago

  • Why it's great for flexible check-in: Hotel Riu Plaza Chicago stands out with its excellent early check-in service, receiving a high guest review rating of 9.2. Guests can enjoy the flexibility of checking in early and taking advantage of the late checkout option, allowing them to explore the vibrant downtown area without rush. The hotel offers a modern design and a welcoming atmosphere.
  • Other amenities: This hotel features an accessible pool, daily housekeeping, and complimentary breakfast. The fitness center is available 24 hours, ensuring guests can maintain their routines. With premium bedding, a concierge service, and a snack bar, this hotel is focused on providing a comfortable and enjoyable stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.02 miles, State Street - 0.32 miles

The Royal Sonesta Chicago Downtown

  • Why it's great for flexible check-in: The Royal Sonesta Chicago Downtown is an ideal choice for travelers wishing to start their stay early, an excellent guest review rating of 9.0. Guests can enjoy the convenience of both early check-in and late checkout options, allowing them to maximize their time in the city. The hotel features a stunning river view and a terrace, making it a delightful spot to relax after a busy day.
  • Other amenities: This hotel also provides 24-hour fitness facilities, a kitchenette for in-room dining, and complimentary toiletries for added comfort. Guests can take advantage of valet parking services, connecting rooms, and a concierge to assist with local recommendations. The hotel is designed with an elegant Art Deco style, enhancing the overall experience for visitors in downtown Chicago.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.14 miles, Chicago Riverwalk - 0.28 miles, State Street - 0.36 miles

Homewood Suites by Hilton Chicago Downtown South Loop

  • Why it's great for flexible check-in: Homewood Suites by Hilton offers a fantastic early check-in experience for travelers, rated at 8.6 by guests. With both early check-in and late checkout, this all-suites hotel allows guests to settle in comfortably before venturing out into the city. The spacious suites offer a home-like feel, perfect for longer stays or families.
  • Other amenities: Guests can enjoy a fully equipped kitchen, a buffet breakfast included in their stay, and 24-hour fitness facilities. This hotel also features a pool, free toiletries, and valet parking options to enhance convenience. The hotel is pet-friendly and includes connecting rooms for larger groups or families.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Lake Michigan - 0.68 miles, State Street - 0.08 miles, Field Museum of Natural History - 0.72 miles

Club Quarters Hotel, Central Loop, Chicago

  • Why it's great for flexible check-in: Club Quarters Hotel, Central Loop caters perfectly to those who appreciate the option of early check-in, with a solid guest review rating of 8.4. The hotel offers contactless service and express check-in, ensuring a seamless arrival experience. Guests can enjoy the convenience of late checkout, making it easier to explore the vibrant surroundings of downtown Chicago.
  • Other amenities: This hotel features a 24-hour fitness center, kitchenettes in rooms, and a snack bar for quick bites. Additional features include nearby parking, premium bedding for a restful night, and a concierge service to assist with travel plans. The hotel is pet-friendly, and guests can also enjoy complimentary breakfast options during their stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: State Street - 0.49 miles, Millennium Park - 0.58 miles, Willis Tower - 0.25 miles

Congress Plaza Hotel

  • Why it's great for flexible check-in: Congress Plaza Hotel is a great choice for travelers looking for early check-in options, offering a guest review rating of 7.8. With the ability to check in early and check out late, guests can maximize their stay in this historic hotel. Located in a prime downtown location, it’s perfect for those wanting to explore the city right away.
  • Other amenities: This hotel features daily housekeeping, a fitness center, and free toiletries for guest convenience. Other highlights include self-parking options, onsite shopping, and a beautiful lake view. Guests can also enjoy free breakfast for children and a welcoming atmosphere that reflects the charm of Chicago.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: State Street - 0.28 miles, Art Institute of Chicago - 0.42 miles, Millennium Park - 0.53 miles

Top Downtown Chicago Hotel Reviews

Explore a world of travel with Expedia