Search Hotels with Early Check-in in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • 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

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,683 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is £86
includes taxes & fees
1 Mar - 2 Mar
The Wade

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is £75
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,206 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is £132
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago

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, (1,865 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is £74
includes taxes & fees
26 Feb - 27 Feb
Hilton Garden Inn Chicago Downtown South Loop

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,643 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is £142
includes taxes & fees
8 Mar - 9 Mar
Hilton Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,016 reviews)
"Great stay, good location, accommodating staff."
United States
Ian
The price is £81
includes taxes & fees
22 Feb - 23 Feb
River Hotel

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, (1,004 reviews)
"Beautiful hotel, very clean, staff was wonderful, would stay again!"
United States
Danielle
The price is £117
includes taxes & fees
27 Feb - 28 Feb
Hotel Chicago Downtown, Autograph Collection by Marriott

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,224 reviews)
"Friendly staff, cozy room, good location. "
United States
Andrew
The price is £101
includes taxes & fees
1 Mar - 2 Mar
citizenM Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,232 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,242 reviews)
"Great Hotel, location close to all attractions, clean, perfect breakfast "
United States
Sheila
The price is £89
includes taxes & fees
26 Feb - 27 Feb
Homewood Suites by Hilton Chicago Downtown South Loop
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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

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 heading to Chicago who appreciate the convenience of early check-in, these hotels offer flexible options and a warm welcome. Each hotel is designed to ensure a seamless stay with exceptional early arrival amenities.

Loews Chicago O'Hare Hotel

  • Why it's great for flexible check-in: Ideal for travellers who value early check-in, Loews Chicago O'Hare Hotel boasts a stellar review rating of 9.4. With both early check-in and late check-out options, guests can enjoy a straightforward arrival and a leisurely departure, making it a convenient choice for busy travellers.
  • Other amenities: In addition to its flexible check-in options, the hotel features a 24-hour fitness centre, an onsite art gallery, and a range of room amenities including refrigerators and minibars. Guests can take advantage of the airport shuttle service, concierge assistance, and an array of shopping and dining options nearby, ensuring a comfortable and enjoyable stay.
  • 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 perfectly caters to early check-in travellers, with a remarkable guest review rating of 9.2. Offering both early check-in and late check-out, guests can start their Chicago adventure on their own terms. This hotel also ensures a smooth arrival experience with its convenient facilities.
  • Other amenities: In addition to its flexible check-in options, this hotel features a 24-hour fitness centre, valet parking, and stunning views of the river. Guests can relax in stylish rooms equipped with kitchenettes and enjoy complimentary toiletries. The hotel’s prime location in Downtown Chicago provides easy access to shopping and dining, making it an ideal base for exploration.
  • 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 excellent choice for those looking to take advantage of early check-in, an excellent guest review rating of 8.8. With both early check-in and late check-out options, guests can enjoy a more relaxed travel schedule. The hotel also features express check-in and contactless service, making the arrival experience exceptionally smooth.
  • Other amenities: Alongside its early check-in benefits, the River Hotel offers an impressive range of amenities, such as nearby parking, valet parking, and concierge services. Guests can enjoy rooms with river views, kitchenettes, and premium bedding for added comfort. Fitness facilities are available for those looking to stay active, while the nearby shopping options provide opportunities to explore the vibrant Downtown Chicago area.
  • 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: With a solid guest review rating of 8.0, the Congress Plaza Hotel is a great pick for those needing early check-in options. The hotel provides both early check-in and late check-out, ensuring guests can make the most of their stay in Chicago without the stress of strict schedules.
  • Other amenities: Guests will appreciate the range of amenities available, including self-parking, daily housekeeping, and a fitness centre. The hotel features free toiletries and cribs for families, while its central location allows easy access to nearby shopping and sightseeing opportunities. A concierge service is also on hand to assist guests with their needs.
  • 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