Hotels with Early Check In in Chicago

  • 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 Chicago Hotels with Early Check In

Our top choices for Chicago hotels with express check-in

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,796 reviews)
"Large rooms, excellent view!"
United States
Liza
The price is S$277
includes taxes & fees
25 May - 26 May
Hilton Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,243 reviews)
"Nice place to stay"
United States
Jimmie
The price is S$225
includes taxes & fees
27 May - 28 May
Aloft Chicago Mag Mile

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,001 reviews)
"Great location and clean room"
United States
Hyacinthe
The price is S$209
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Chicago Downtown South Loop

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,160 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is S$335
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,267 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is S$218
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,518 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is S$358
includes taxes & fees
26 May - 27 May
Hyatt Regency Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,313 reviews)
"Great hotel, will definitely come back"
United States
Sam
The price is S$216
includes taxes & fees
25 May - 26 May
citizenM Chicago Downtown

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,198 reviews)
"excellent stay"
United States
Jaeyoung
The price is S$230
includes taxes & fees
26 May - 27 May
River Hotel

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,178 reviews)
"Great stay"
United States
Brian
The price is S$204
includes taxes & fees
25 May - 26 May
Crowne Plaza Chicago West Loop by IHG

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Great location, helpfull staff. Very clean and comfortable beds!"
Canada
Tammy
The price is S$232
includes taxes & fees
25 May - 26 May
Hotel Chicago Downtown, Autograph Collection by Marriott
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 Chicago

Discover top Chicago (and vicinity) attractions

For travellers seeking a vibrant experience in the greater Chicago area, there’s much to explore. Begin with a visit to the iconic Navy Pier, where families can enjoy the thrill of rides at the amusement park, take a scenic boat tour, or simply stroll along the waterfront while sampling local delicacies from various eateries. Next, immerse yourself in the art scene at the Art Institute of Chicago, home to an extensive collection ranging from Impressionist masterpieces to contemporary works, making it a perfect spot for both education and inspiration. For those who love nature, the Lincoln Park Zoo offers a delightful day out with free admission, featuring a variety of animals and scenic gardens, ideal for families wanting to connect with wildlife. Don’t miss out on the historic architecture of the Loop, where guided walking tours can reveal the hidden gems of Chicago’s skyscrapers and stunning buildings. Finally, take a day trip to Oak Park, home to Frank Lloyd Wright’s studio and several of his architectural marvels, perfect for those with an appreciation for design. For accommodation, consider the trendy River North district, where boutique hotels offer both luxury and convenience, placing you in close nearby top dining options and vibrant nightlife. Experience the energetic atmosphere of this area, where a mix of art galleries, shops, and the Chicago River create an engaging backdrop for your stay.

Find the best hotels with early check-in in Chicago (and vicinity)

For travellers looking to make the most of their time in Chicago, these hotels offer excellent early check-in options, ensuring a seamless start to your stay.

Loews Chicago O'Hare Hotel

  • Why it's great for flexible check-in: Loews Chicago O'Hare Hotel is an excellent selection for travellers prioritising early check-in, with a remarkable guest review rating of 9.4. This hotel allows guests to settle in effortlessly and start enjoying their Chicago experience right away, conveniently located near the airport.
  • Other amenities: Guests will appreciate the 24-hour fitness facilities, an onsite art gallery, and a range of room options including kitchenettes and luxurious Frette Italian sheets. The hotel also offers an airport shuttle service, babysitting options, and a variety of shopping experiences nearby. Further amenities include a minibar, deep soaking bathtubs, and delightful designer toiletries for a touch of indulgence.
  • Neighborhood: O'Hare
  • Nearby attractions: Donald E. Stephens Convention Center - 0.7 km, Rosemont Theatre - 0.3 km, Fashion Outlets of Chicago - 0.4 km

Hotel Riu Plaza Chicago

  • Why it's great for flexible check-in: Hotel Riu Plaza Chicago excels in providing a welcoming place for early check-in travellers, highlighted by an impressive review rating of 9.4. With options for early check-in and late check-out, guests can arrive and depart with ease, enjoying the best of what the city has to offer.
  • Other amenities: Beyond its accommodating check-in policies, the hotel offers complimentary breakfast, a 24-hour fitness facility, and stylishly designed rooms. Guests can take advantage of concierge services, daily housekeeping, and premium bedding for added comfort. The hotel’s central location allows for easy exploration of Chicago’s vibrant districts.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0 km, State Street - 0.5 km

The Royal Sonesta Chicago Downtown

  • Why it's great for flexible check-in: The Royal Sonesta Chicago Downtown stands out with a stellar guest review rating of 9.2, catering to travellers who appreciate the convenience of early check-in and late checkout. This hotel ensures that guests can settle in promptly, allowing them to fully enjoy the central location and all that it offers.
  • Other amenities: Guests can take advantage of the luxurious fitness facilities open 24 hours, along with convenient nearby parking and concierge services. The hotel offers rooms with river views and kitchenettes, as well as complimentary cribs for families. Additional perks include a stylish Art Deco design, free toiletries, and close nearby shopping areas, enhancing the overall experience in the heart of Chicago.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.2 km, Chicago Riverwalk - 0.5 km, State Street - 0.6 km

River Hotel

  • Why it's great for flexible check-in: The River Hotel is an ideal choice for those who value flexibility in their travel plans, offering early check-in alongside an excellent guest review rating of 8.8. Guests can enjoy a straightforward arrival experience with express check-in and late checkout options, making it perfect for early risers or those coming from distant time zones.
  • Other amenities: This hotel features a range of desirable amenities including valet parking, concierge services, and charming river views. Guests can unwind in rooms equipped with kitchenettes, premium bedding, and air conditioning. The hotel also offers nearby parking options, allowing for easy access to the vibrant Downtown Chicago area, as well as fitness facilities and a sandy beach nearby for relaxation.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.9 km, Chicago Riverwalk - 0.8 km

Congress Plaza Hotel

  • Why it's great for flexible check-in: Offering early check-in and late checkout, Congress Plaza Hotel is a practical choice for those eager to maximise their time in Chicago, with a solid guest review rating of 8.0. Located in Downtown Chicago, it provides a convenient base for exploring the city's attractions right from the start of the day.
  • Other amenities: This hotel boasts features such as self-parking, daily housekeeping, and a fitness centre accessible for all guests. Family-friendly amenities include free cribs and breakfast options for children. The hotel also offers stunning lake views, a shopping area onsite, and a concierge service to assist with plans and reservations.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: State Street - 0.4 km, Art Institute of Chicago - 0.7 km, Millennium Park - 0.8 km

Top Chicago Hotel Reviews

Explore a world of travel with Expedia