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

Old Town Chicago Hotel Guide - 4 Stars Hotels in Old Town Chicago, Chicago

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Check availability on Old Town Chicago 4 Star Hotels

Our top choices for Old Town Chicago 4-star hotels

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

1. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,548 reviews)
"Great location, the staff was amazing!"
United States
Rebecca
The price is Rp2.742.808
Rp3.260.925 total
includes taxes & fees
1 Nov - 2 Nov
River Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,530 reviews)
"Nice Hotel and location!"
United States
Christian
The price is Rp2.173.634
Rp2.584.232 total
includes taxes & fees
11 Nov - 12 Nov
The Chicago Hotel Collection Ambassador Gold Coast
A grand lobby with a central bar, high ceilings, and classical architecture.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,007 reviews)
"Beautiful room, friendly staff."
United States
Carrie
The price is Rp3.046.563
Rp3.622.058 total
includes taxes & fees
1 Nov - 2 Nov
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

4. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,446 reviews)
"Friendly staff, great location"
Canada
Anna
The price is Rp3.049.267
Rp4.154.365 total
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

5. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,423 reviews)
"Had an amazing stay"
United States
Frankieta
The price is Rp2.319.588
Rp2.757.758 total
includes taxes & fees
25 Oct - 26 Oct
The Chicago Hotel Collection - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.

6. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,394 reviews)
"Great hotel"
United States
Said Lopez
The price is Rp3.821.724
Rp5.174.592 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

7. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,065 reviews)
"We really enjoyed our stay. The location is great and we enjoyed the amenities and our room."
United States
Amanda
The price is Rp3.022.587
Rp3.593.555 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,158 reviews)
"Loved this trendy hotel. Great location, amenities, and service."
United States
Sheilaann
The price is Rp2.559.834
Rp3.043.386 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern building with a glass facade and a curved structure.

9. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,268 reviews)
"Amazing stay"
United States
Christian
The price is Rp2.896.038
Rp3.300.903 total
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency O'Hare Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,517 reviews)
"The hotel was beautiful, great location"
United States
Addison
The price is Rp4.759.128
Rp6.301.158 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Regency Chicago
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

11. Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,332 reviews)
"Great stay"
Canada
Robert
The price is Rp2.258.548
Rp2.730.359 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Saint Clair- Magnificent Mile
A modern kitchen with a marble island, fruit bowls, and a city view.

12. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,326 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is Rp5.390.073
Rp7.051.622 total
includes taxes & fees
25 Oct - 26 Oct
Fairmont Chicago at Millennium Park
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

13. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,265 reviews)
"Always a great place to stay staff is excellent very well and taken care of the hotel"
United States
Arnulfo
The price is Rp3.947.913
Rp4.499.831 total
includes taxes & fees
23 Oct - 24 Oct
Loews Chicago O'Hare Hotel
A dining area with a table set for four, large windows offering a cityscape view at dusk.

14. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,659 reviews)
"Great location and friendly staff."
United States
Jordyn
The price is Rp3.046.563
Rp4.198.922 total
includes taxes & fees
1 Nov - 2 Nov
The Royal Sonesta Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,332 reviews)
"Great stay overall"
United States
Nathan
The price is Rp2.665.833
Rp3.169.409 total
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

16. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3,146 reviews)
"The front desk staff were great"
United States
William
The price is Rp1.993.786
Rp2.970.529 total
includes taxes & fees
11 Nov - 12 Nov
Hotel Felix River North/Magnificent Mile
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. 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, (5,989 reviews)
"I’d stay here again."
United States
Eliana
The price is Rp2.658.366
Rp3.623.356 total
includes taxes & fees
2 Nov - 3 Nov
Embassy Suites by Hilton Chicago Downtown River North
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.

18. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.6 out of 10, Excellent, (2,557 reviews)
"Usually stay here a couple times a year, always a good experience."
United States
Richard
The price is Rp4.075.905
Rp4.784.706 total
includes taxes & fees
13 Nov - 14 Nov
Hilton Chicago O'Hare Airport
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

19. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,880 reviews)
"It was a very nice stay! We enjoyed the hotel The views were amazing"
United States
James
The price is Rp3.953.321
Rp5.236.227 total
includes taxes & fees
15 Nov - 16 Nov
LondonHouse Chicago, Curio Collection by Hilton
A cityscape with high-rise buildings, a marina, and a waterfront.

20. Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,498 reviews)
"Great time in a great city will definitely be back again and stay here"
Canada
Najma
The price is Rp5.029.533
Rp6.509.057 total
includes taxes & fees
23 Oct - 24 Oct
Hyatt Regency McCormick Place Chicago
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Old Town Chicago.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
The price is Rp9.464.175 per night from 15 Nov to 16 Nov
Rp9.464.175
Rp11.251.960 total
15 Nov - 16 Nov
includes taxes & fees
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Top Old Town Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Room 304 was just fine. The view from the window was really poor and unpleasant. The bathroom small and a bit run down. The hotel entry, reception area and the bars and restaurants were beautiful, elegant and sophisticated."
Monica 2-night trip
Posted 9 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

What are the best 4-star hotels in Old Town Chicago?
Level Chicago – Old Town is one of our travellers' favourite 4-star hotels around Old Town Chicago. A terrace and concierge services are only the start of its many amenities. Another option that gets great reviews for its unforgettable guest experience is Claridge House. Book your stay here and enjoy access to concierge services and beauty services.
How much does it cost to stay in a 4-star hotel in Old Town Chicago?
To lock in a 4-star hotel in Old Town Chicago that fits your budget, take advantage of Expedia's filters. Browse the available options during your holiday dates and use our pricing filter to set your maximum rate. You can also list your results by the most affordable option first.

  • Search for the lowest price from Rp9.885.646

What's the difference between 5-star and 4-star hotels in Old Town Chicago?
If you choose to holiday at a 4-star hotel in Old Town Chicago, you'll typically find plenty of amenities to make sure you're relaxed, such as a pool, gym and restaurant. You can experience high-quality service and upmarket accommodation. Choose a 5-star hotel and you'll have access to a few extra bells and whistles — think around-the-clock concierge, on-site spas and nightly turndown services. You're likely to get extra amenities and exclusive services at a 5-star stay, but both are great options for luxury travellers.