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Hotels with Early Check In in Chicago

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Our top choices for Chicago hotels with express check-in

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,006 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is S$950
includes taxes & fees
22 Nov - 23 Nov
The Peninsula Chicago

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,074 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is S$701
includes taxes & fees
22 Nov - 23 Nov
Trump International Hotel & Tower Chicago

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,161 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is S$220
includes taxes & fees
22 Nov - 23 Nov
L7 Chicago by LOTTE

4. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Nice clean hotel in a great location."
United States
Tom
The price is S$666
includes taxes & fees
23 Nov - 24 Nov
Park Hyatt Chicago

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is S$476
includes taxes & fees
24 Nov - 25 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,763 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is S$243
includes taxes & fees
24 Nov - 25 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,639 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is S$275
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago

8. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,675 reviews)
"Great location - 2 blocks from Michigan avenue. Nice walkable neighborhood."
United States
Susan
The price is S$371
includes taxes & fees
22 Nov - 23 Nov
Sofitel Chicago Magnificent Mile

9. Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,311 reviews)
"Beautiful hotel, friendly staff."
United States
Mary
The price is S$414
includes taxes & fees
22 Nov - 23 Nov
Viceroy Chicago

10. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great hotel"
United States
Luis
The price is S$762
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago

11. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,005 reviews)
"Great stay!"
United States
Miya
The price is S$210
includes taxes & fees
22 Nov - 23 Nov
Hotel 505 River North

12. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,524 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is S$363
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel

13. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999 reviews)
"Great place to stay in Chicago!"
United States
ryan
The price is S$760
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago

14. The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (194 reviews)
"Nice property overall Room was very nice Location excellent"
Canada
Michael
The price is S$290
includes taxes & fees
23 Nov - 24 Nov
The Talbott, Autograph Collection

15. Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,008 reviews)
"It was a great stay and the staff was super friendly"
United States
Sharon
The price is S$311
includes taxes & fees
22 Nov - 23 Nov
Kimpton Gray Hotel by IHG

16. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,901 reviews)
"The room was very clean, staff was very friendly and helpful!"
United States
Lorena
The price is S$256
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton

17. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (557 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is S$291
includes taxes & fees
23 Nov - 24 Nov
Level Chicago – Old Town

18. Kinzie Hotel

Kinzie Hotel
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,169 reviews)
"Amazing hotel!"
United States
Alex
The price is S$294
includes taxes & fees
22 Nov - 23 Nov
Kinzie Hotel

19. Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,132 reviews)
"The staff was very welcoming, friendly and helpful."
United States
Guadalupe
The price is S$333
includes taxes & fees
22 Nov - 23 Nov
Omni Chicago Hotel

20. Level Chicago - River North

Level Chicago - River North
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,166 reviews)
"Very clean and convenient location."
United States
Veronica
The price is S$299
includes taxes & fees
24 Nov - 25 Nov
Level Chicago - 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 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

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