Top 10 Luxury Hotels & Accommodation in Old Town Chicago from AU$196

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

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Check availability on Old Town Chicago Luxury Hotels

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Our top choices for Old Town Chicago luxury hotels

A rooftop terrace with a fire feature, seating, and a cityscape view.

1. Hotel Lincoln

Old Town Chicago

Means

includes taxes & fees

22 Nov - 23 Nov

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

2. Claridge House Chicago, Tapestry Collection by Hilton

1 km from Old Town Chicago

Scott

includes taxes & fees

22 Nov - 23 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

3. The Chicago Hotel Collection Ambassador Gold Coast

1.1 km from Old Town Chicago

Kevin

includes taxes & fees

3 Nov - 4 Nov

A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

4. Thompson Chicago, by Hyatt

1.5 km from Old Town Chicago

Amy

includes taxes & fees

23 Nov - 24 Nov

A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

5. Viceroy Chicago

1.4 km from Old Town Chicago

Mary

includes taxes & fees

22 Nov - 23 Nov

A spacious hotel lobby with a central fountain, multiple seating areas, and a high ceiling with decorative woodwork.

6. The Drake

Streeterville, 1.8 km from Old Town Chicago

stephanie

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

7. The Talbott, Autograph Collection

1.7 km from Old Town Chicago

Michael

includes taxes & fees

23 Nov - 24 Nov

A cityscape with tall buildings, a busy street, and a Water Tower Place sign.

8. The Westin Michigan Avenue Chicago

Magnificent Mile, 1.9 km from Old Town Chicago

Arnel

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a large island, bar stools, and a city view.

9. Level Chicago – Old Town

Near North Side, 1 km from Old Town Chicago

Robert Edward

includes taxes & fees

22 Nov - 23 Nov

A modern hotel with a curved glass facade, a prominent 'SOFITEL' sign, and a colorful entrance area.

10. Sofitel Chicago Magnificent Mile

1.7 km from Old Town Chicago

Mariellen

includes taxes & fees

22 Nov - 23 Nov

A modern building with a unique architectural design, featuring a mix of glass and concrete materials.

11. The Godfrey Hotel Chicago

River North, 1.9 km from Old Town Chicago

Hector

includes taxes & fees

24 Nov - 25 Nov

A spacious lobby with a grand chandelier, a staircase, and a seating area with two chairs and a table.

12. Millennium Hotel Knickerbocker Chicago

Streeterville, 1.9 km from Old Town Chicago

ray

includes taxes & fees

23 Nov - 24 Nov

13. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

River North, 2.3 km from Old Town Chicago

stephanie

includes taxes & fees

22 Nov - 23 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

14. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 2.6 km from Old Town Chicago

Jodi

includes taxes & fees

23 Nov - 24 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

15. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 2.9 km from Old Town Chicago

James

includes taxes & fees

23 Nov - 24 Nov

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

16. Hotel 505 River North

River North, 2.4 km from Old Town Chicago

Miya

includes taxes & fees

22 Nov - 23 Nov

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

17. The Wade

Streeterville, 2.8 km from Old Town Chicago

Sara

includes taxes & fees

23 Nov - 24 Nov

A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

18. Hyatt Centric Chicago Magnificent Mile

Streeterville, 2.4 km from Old Town Chicago

Angela

includes taxes & fees

22 Nov - 23 Nov

A historic building with a prominent entrance, multiple flags, and a classic architectural style.

19. Warwick Allerton - Chicago

Streeterville, 2.2 km from Old Town Chicago

Audrey

includes taxes & fees

23 Nov - 24 Nov

A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

20. Swissotel - Chicago

3.2 km from Old Town Chicago

Oleg

includes taxes & fees

26 Nov - 27 Nov

View all properties

Top Old Town Chicago Hotel Reviews

The Godfrey Hotel Chicago

8/10 Good

"Na"

Sports Illustrated Resorts Chicago

8/10 Good

"The room was clean although the tv was a bit confusing to use the advertising for the room was different from what is shown on here. Overall very nice property not much noise can be heard even with a train station nearby. Staff was great and helpful. Bar is free most days from 3-7 also a free brunch on Sundays as well starting at 11 did not make it to the other events. Overall I had a really good stay."

The Wade

8/10 Good

"The hotel property was beautiful; however, the staff was less than accommodating. During check-in, three groups waited 10 to 15 minutes before receiving assistance. While we were waiting, a staff member entered the office directly behind the check-in desk, where another employee appeared to be engaged in a conversation. That employee could clearly see the three groups waiting but allowed the door to close and did not offer assistance. The groups continued waiting for several more minutes before the same staff member emerged from the back office to assist guests checking into their rooms. On Monday morning, my wife and I went to have breakfast in the restaurant. A sign at the entrance clearly stated, "Please wait to be seated." We stood there for approximately ten minutes while several staff members looked directly at us without acknowledging our presence. After losing patience, I walked down the stairs and asked if someone would be seating us. One of the staff members then informed us that we could seat ourselves at any available table. While the property itself was impressive, the lack of attentiveness and customer service from the staff detracted significantly from our overall experience."

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Old Town Chicago?

Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare International Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Old Town Chicago offers. During your visit, you might want to enjoy the lake views and shopping which Old Town Chicago is known for.

What's there to see and do in Old Town Chicago?

Take in some sights and attractions while you're in Old Town Chicago by visiting Second City, Armitage Avenue and Midwest Buddhist Temple. If you have some spare time during your trip, you might want to check out Henry Gerber House and Hudson Chess Park.

How can I get around Old Town Chicago?

It's easier to get around town comfortably when you know your options. Metro stations nearby include Sedgwick Station and Clark-Division Station.

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Check availability on Old Town Chicago Luxury Hotels

Our top choices for Old Town Chicago luxury hotels

1. Hotel Lincoln

2. Claridge House Chicago, Tapestry Collection by Hilton

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Thompson Chicago, by Hyatt

5. Viceroy Chicago

6. The Drake

7. The Talbott, Autograph Collection

8. The Westin Michigan Avenue Chicago

9. Level Chicago – Old Town

10. Sofitel Chicago Magnificent Mile

11. The Godfrey Hotel Chicago

12. Millennium Hotel Knickerbocker Chicago

13. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

14. DoubleTree by Hilton Chicago - Magnificent Mile

15. LondonHouse Chicago, Curio Collection by Hilton

16. Hotel 505 River North

17. The Wade

18. Hyatt Centric Chicago Magnificent Mile

19. Warwick Allerton - Chicago

20. Swissotel - Chicago

Top Old Town Chicago Hotel Reviews

The Godfrey Hotel Chicago

Hilton Chicago O'Hare Airport

The Royal Sonesta Chicago Downtown

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Club Quarters Hotel, Central Loop, Chicago

L7 Chicago by LOTTE

Sports Illustrated Resorts Chicago

The Wade

Frequently asked questions

Explore a world of travel with Expedia

Luxury Hotels & Resorts in Old Town Chicago from AU$196

Change your mind

Treat yourself

Be picky

Check availability on Old Town Chicago Luxury Hotels

Our top choices for Old Town Chicago luxury hotels

1. Hotel Lincoln

2. Claridge House Chicago, Tapestry Collection by Hilton

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Thompson Chicago, by Hyatt

5. Viceroy Chicago

6. The Drake

7. The Talbott, Autograph Collection

8. The Westin Michigan Avenue Chicago

9. Level Chicago – Old Town

10. Sofitel Chicago Magnificent Mile

11. The Godfrey Hotel Chicago

12. Millennium Hotel Knickerbocker Chicago

13. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

14. DoubleTree by Hilton Chicago - Magnificent Mile

15. LondonHouse Chicago, Curio Collection by Hilton

16. Hotel 505 River North

17. The Wade

18. Hyatt Centric Chicago Magnificent Mile

19. Warwick Allerton - Chicago

20. Swissotel - Chicago

Top Old Town Chicago Hotel Reviews

The Godfrey Hotel Chicago

Frequently asked questions

Explore a world of travel with Expedia