Does Old Town Chicago have any 4-star all-inclusive resorts?

Take advantage of our handy "All inclusive" filter to look for your perfect escape in Old Town Chicago where everything is taken care of, from your room to your meals, activities and entertainment. We can also help you find other excellent 4-star picks in or near this neighborhood. Our top recommendations? Level Chicago – Old Town and Hotel Lincoln .

Are there any 4-star casino hotels in Old Town Chicago?

Use our convenient filters to narrow down your Old Town Chicago search by amenities, star rating and more. Whether you're after the full gaming resort experience or simply want to give Lady Luck a try while kicking back in 4-star style, you're sure to find a place that strikes the perfect balance between relaxation and entertainment.

What are the top 4-star apartments in Old Town Chicago?

Travelers love stays like Level Chicago – Old Town because they typically provide more privacy and space than a regular hotel. Book this or another of our 4-star apartments in Old Town Chicago and experience that homelike ambience during your escape.

4 Stars Hotels in Old Town Chicago: Compare Hotel Prices & Find the Cheapest Old Town Chicago, Chicago 4 Stars Hotels

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

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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

Downtown Chicago

Rebecca

NT$5,861 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central coffee table, sofas, and a large mirror.

2. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Christian

NT$4,645 total

includes taxes & fees

Nov 11 - Nov 12

A grand lobby with a central bar, high ceilings, and classical architecture.

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

Downtown Chicago

Carrie

NT$6,510 total

includes taxes & fees

Nov 1 - Nov 2

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

Downtown Chicago

Anna

NT$7,467 total

includes taxes & fees

Nov 13 - Nov 14

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

Downtown Chicago

Frankieta

NT$4,957 total

includes taxes & fees

Oct 25 - Oct 26

The Intercontinental hotel facade with a large American flag and a floral display.

6. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Said Lopez

NT$9,301 total

includes taxes & fees

Oct 31 - Nov 1

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

Downtown Chicago

Amanda

NT$7,177 total

includes taxes & fees

Nov 1 - Nov 2

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

8. The Wade

Downtown Chicago

Sheilaann

NT$5,470 total

includes taxes & fees

Nov 1 - Nov 2

A modern building with a glass facade and a curved structure.

9. Hyatt Regency O'Hare Chicago

Rosemont

Christian

NT$5,933 total

includes taxes & fees

Oct 23 - Oct 24

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

10. Hyatt Regency Chicago

Downtown Chicago

Addison

NT$11,325 total

includes taxes & fees

Oct 31 - Nov 1

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

Downtown Chicago

Robert

NT$4,907 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a marble island, fruit bowls, and a city view.

12. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

NT$12,674 total

includes taxes & fees

Oct 25 - Oct 26

A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.

13. Loews Chicago O'Hare Hotel

Rosemont

Arnulfo

NT$8,088 total

includes taxes & fees

Oct 23 - Oct 24

A dining area with a table set for four, large windows offering a cityscape view at dusk.

14. The Royal Sonesta Chicago Downtown

Downtown Chicago

Jordyn

NT$7,547 total

includes taxes & fees

Nov 1 - Nov 2

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Downtown Chicago

Nathan

NT$5,697 total

includes taxes & fees

Oct 25 - Oct 26

A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

16. Hotel Felix River North/Magnificent Mile

Downtown Chicago

William

NT$5,231 total

includes taxes & fees

Nov 9 - Nov 10

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

17. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

NT$6,185 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.

18. Hilton Chicago O'Hare Airport

O'Hare

Richard

NT$8,597 total

includes taxes & fees

Nov 13 - Nov 14

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

19. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

James

NT$9,411 total

includes taxes & fees

Nov 15 - Nov 16

A cityscape with high-rise buildings, a marina, and a waterfront.

20. Hyatt Regency McCormick Place Chicago

South Loop

Najma

NT$11,699 total

includes taxes & fees

Oct 23 - Oct 24

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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

120 East Delaware Place Chicago IL

NT$17,011

NT$20,224 total

Nov 15 - Nov 16

includes taxes & fees

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Pool Spa Hot tub Breakfast included Waterpark

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.

Top Old Town Chicago Hotel Reviews

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."

Warwick Allerton - Chicago

8/10 Good

"Our stay was wonderful overall! The only negative things I would mention are that our room was pretty small and the mattresses were quite uncomfortable. We also booked online but were surprised to find out that a $180 deposit was required at check-in. Parking was another challenge, as there weren’t many convenient options, so we had to use valet parking, which cost $77 per day. Other than those few things, we really enjoyed our stay!"

Frequently asked questions

What are the best 4-star hotels in Old Town Chicago?

Experience the comfort and quality of Hotel Lincoln. This 4-star hotel around Old Town Chicago is highly recommended by many Expedia guests and features a rooftop terrace and a picnic area. Another traveler favorite in or close to this neighborhood is Level Chicago – Old Town. A sauna and a steam room are a couple of amenities on offer here.

How much does it cost to stay in a 4-star hotel in Old Town Chicago?

To book a 4-star hotel in Old Town Chicago that's within your budget, make use of Expedia's handy filter tool. Check out the available options during your chosen dates and use our pricing filter to set your limit. You can also list your results by the most economical stay first.

Search for the lowest price from NT$17,768

What's the difference between 5-star and 4-star hotels in Old Town Chicago?

Treat yourself to luxury during your Old Town Chicago vacation by checking in to a 4-star hotel. As well as featuring upmarket accommodations, these properties are typically filled with amenities like large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your stay an even more indulgent and unforgettable one. Round-the-clock concierge assistance, on-site spas and world-class dining are a few of the exclusive services and conveniences you'll likely get access to.

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Check availability on Old Town Chicago 4 Star Hotels

Our top choices for Old Town Chicago 4-star hotels

1. River Hotel

2. The Chicago Hotel Collection Ambassador Gold Coast

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

4. Hilton Chicago

5. The Chicago Hotel Collection - Magnificent Mile

6. InterContinental Chicago Magnificent Mile by IHG

7. L7 Chicago by LOTTE

8. The Wade

9. Hyatt Regency O'Hare Chicago

10. Hyatt Regency Chicago

11. Hotel Saint Clair- Magnificent Mile

12. Fairmont Chicago at Millennium Park

13. Loews Chicago O'Hare Hotel

14. The Royal Sonesta Chicago Downtown

15. Central Loop Hotel

16. Hotel Felix River North/Magnificent Mile

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Chicago O'Hare Airport

19. LondonHouse Chicago, Curio Collection by Hilton

20. Hyatt Regency McCormick Place Chicago

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Trump International Hotel & Tower Chicago

The Langham, Chicago

Top Old Town Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Saint Clair- Magnificent Mile

Warwick Allerton - Chicago

Eurostars Magnificent Mile

Freehand Chicago

Frequently asked questions

Explore a world of travel with Expedia

Old Town Chicago 4 Stars Hotels

Change your mind

Treat yourself

Be picky

Check availability on Old Town Chicago 4 Star Hotels

Our top choices for Old Town Chicago 4-star hotels

1. River Hotel

2. The Chicago Hotel Collection Ambassador Gold Coast

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

4. Hilton Chicago

5. The Chicago Hotel Collection - Magnificent Mile

6. InterContinental Chicago Magnificent Mile by IHG

7. L7 Chicago by LOTTE

8. The Wade

9. Hyatt Regency O'Hare Chicago

10. Hyatt Regency Chicago

11. Hotel Saint Clair- Magnificent Mile

12. Fairmont Chicago at Millennium Park

13. Loews Chicago O'Hare Hotel

14. The Royal Sonesta Chicago Downtown

15. Central Loop Hotel

16. Hotel Felix River North/Magnificent Mile

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Chicago O'Hare Airport

19. LondonHouse Chicago, Curio Collection by Hilton

20. Hyatt Regency McCormick Place Chicago

Explore similar 5-star hotels

Four Seasons Hotel Chicago

Top Old Town Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

Explore a world of travel with Expedia