A street with outdoor seating, brick buildings, and signs for a barbershop and a restaurant.

Find Hotels with Early Check-in in Old Town Chicago, IL from CA $256

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Check availability on Old Town Chicago Hotels with Early Check-in

Our top choices for Old Town Chicago hotels with express check-in

A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.

1. Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,962 reviews)
"Nice place to stay"
United States
Vijay
The price is CA $213
CA $286 total
includes taxes & fees
Sep 20 - Sep 21
Millennium Hotel Knickerbocker Chicago
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

2. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,366 reviews)
"I really liked the location of the hotel."
United States
Carmina
The price is CA $285
CA $338 total
includes taxes & fees
Sep 27 - Sep 28
Aloft by Marriott Chicago Mag Mile
A spacious hotel lobby with a central fountain, elegant chandeliers, and a high ceiling with skylights.

3. The Drake

The Drake
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,602 reviews)
"Great stay in an excellent location!"
United States
Katarzyna
The price is CA $332
CA $395 total
includes taxes & fees
Sep 20 - Sep 21
The Drake
A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

4. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Loved this hotel, friendly staff and such a great spot in the city!"
United States
Marissa
The price is CA $263
CA $312 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,999 reviews)
"Excellent stay , perfect location, worth it"
United States
Shweta
The price is CA $293
CA $348 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Chicago Downtown River North
A restaurant with wooden tables and chairs, plants, and hanging lights.

6. Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,199 reviews)
"Excellent location to stay."
United States
Vijay
The price is CA $306
CA $363 total
includes taxes & fees
Sep 20 - Sep 21
Home2 Suites by Hilton Chicago River North

7. Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,565 reviews)
"Clean hotel, great staff"
United States
Angel
The price is CA $254
CA $344 total
includes taxes & fees
Sep 27 - Sep 28
Hotel 55 Chicago Downtown
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

8. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,455 reviews)
"Excellent stay!!"
United States
steve
The price is CA $215
CA $256 total
includes taxes & fees
Sep 27 - Sep 28
River Hotel
A multi-story hotel with a prominent sign reading "Crowne Plaza."

9. 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, (2,641 reviews)
"Great stay, close to great food and ambiance in West Loop."
United States
Victoria
The price is CA $228
CA $271 total
includes taxes & fees
Sep 20 - Sep 21
Crowne Plaza Chicago West Loop by IHG
A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

10. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very good, (1,609 reviews)
"Nice clean rooms and a perfect breakfast."
United States
Kevin
The price is CA $271
CA $322 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Chicago Downtown/Magnificent Mile
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.
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Top Old Town Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Perfect location and very clean."
Alexis 3-night trip
Posted less than an hour ago
L7 Chicago by LOTTE

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