When is the best time to go to Old Irving Park?

The best time to go to Old Irving Park is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and the community events are in full swing. During these months, the temperatures are mild, making it ideal for exploring the neighbourhood's tree-lined streets and historic architecture. Late spring brings blooming gardens, while early autumn offers colourful foliage, adding to the area's appeal. For families, these periods are particularly good as they often coincide with local festivals and outdoor activities in nearby parks like Horner Park or Independence Park. The comfortable weather allows for enjoyable strolls to local ice cream parlours or for spending time at playgrounds and open spaces. Couples looking for a relaxing getaway will appreciate the comfortable weather for leisurely walks to local cafes or for exploring the unique shops along Milwaukee Avenue.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Old Irving Park hotel for you.

How much is the nightly rate at a Old Irving Park hotel?

Hotel prices in Old Irving Park often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

10 Best Hotels in Old Irving Park, Chicago for 2026

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

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Our top choices for Old Irving Park hotels

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

1. Carleton of Oak Park

9.3 km from Old Irving Park

Suzanne

CA $175 total

includes taxes & fees

Oct 18 - Oct 19

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

2. Heart O' Chicago

6.8 km from Old Irving Park

Jenn

CA $153 total

includes taxes & fees

Oct 14 - Oct 15

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

3. Hampton Inn Chicago-O'Hare International Airport

12.2 km from Old Irving Park

karen

CA $234 total

includes taxes & fees

Sep 27 - Sep 28

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

4. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 10.5 km from Old Irving Park

Michael T.

CA $271 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

5. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

13.1 km from Old Irving Park

Yashica Slater

CA $217 total

includes taxes & fees

Oct 25 - Oct 26

A large, historic building with a central courtyard surrounded by trees.

6. Hilton Chicago

The Loop, 13 km from Old Irving Park

Alan

CA $312 total

includes taxes & fees

Oct 24 - Oct 25

A multi-story hotel with a prominent sign reading "Crowne Plaza."

7. Crowne Plaza Chicago West Loop by IHG

11 km from Old Irving Park

Victoria

CA $284 total

includes taxes & fees

Sep 27 - Sep 28

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

8. The Wade

Streeterville, 12.1 km from Old Irving Park

Fernanda

CA $251 total

includes taxes & fees

Sep 27 - Sep 28

9. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Streeterville, 11.3 km from Old Irving Park

Kelly

CA $304 total

includes taxes & fees

Oct 25 - Oct 26

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

10. Holiday Inn Chicago O'Hare – Rosemont by IHG

13.3 km from Old Irving Park

Ramona

CA $235 total

includes taxes & fees

Oct 25 - Oct 26

A cozy room with a sofa, a dining table, and a window with a view of buildings.

11. LIVN - West Loop Chicago

11.6 km from Old Irving Park

chidubem

CA $275 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel with a glass facade, multiple floors, and a prominent sign.

12. Hampton Inn Chicago West Loop Fulton Market Area

11 km from Old Irving Park

Rebecca

CA $368 total

includes taxes & fees

Sep 27 - Sep 28

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Streeterville, 11.7 km from Old Irving Park

Lora J

CA $301 total

includes taxes & fees

Sep 27 - Sep 28

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.

14. Aloft by Marriott Chicago Mag Mile

Streeterville, 11.8 km from Old Irving Park

Carmina

CA $304 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

15. Hyatt Centric The Loop Chicago

Theatre District, 12 km from Old Irving Park

Tamika

CA $370 total

includes taxes & fees

Sep 27 - Sep 28

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

16. Hyatt House Chicago/West Loop-Fulton Market

10.4 km from Old Irving Park

Joel

CA $442 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

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

Streeterville, 13.1 km from Old Irving Park

Shanequa

CA $592 total

includes taxes & fees

Oct 22 - Oct 23

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

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

Theatre District, 11.9 km from Old Irving Park

Amanda

CA $267 total

includes taxes & fees

Sep 27 - Sep 28

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

19. River Hotel

The Loop, 11.8 km from Old Irving Park

Isabella

CA $313 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

20. The Chicago Hotel Collection - Magnificent Mile

Streeterville, 11.5 km from Old Irving Park

Lauryn

CA $257 total

includes taxes & fees

Sep 27 - Sep 28

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Where to stay in Old Irving Park

Find the best Old Irving Park areas and neighborhoods for the activities you enjoy most. Learn more about Old Irving Park

A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top Old Irving Park Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Very clean room also very clean lobby. Will recommend this to anyone."

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good

"As usual with Hotels.com reservations was put in one the lowest, worst located rooms (next to a flashing theater sign). Hallway smelled a bit like marijuana. Area is not great. That said, the room was big and the common areas of the hotel seemed nice and nothing was dirty or out of order."

Hotels in Old Irving Park, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Old Irving Park hotels

1. Carleton of Oak Park

2. Heart O' Chicago

3. Hampton Inn Chicago-O'Hare International Airport

4. The Chicago Hotel Collection Ambassador Gold Coast

5. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

6. Hilton Chicago

7. Crowne Plaza Chicago West Loop by IHG

8. The Wade

9. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10. Holiday Inn Chicago O'Hare – Rosemont by IHG

11. LIVN - West Loop Chicago

12. Hampton Inn Chicago West Loop Fulton Market Area

13. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

14. Aloft by Marriott Chicago Mag Mile

15. Hyatt Centric The Loop Chicago

16. Hyatt House Chicago/West Loop-Fulton Market

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

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

19. River Hotel

20. The Chicago Hotel Collection - Magnificent Mile

Where to stay in Old Irving Park

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Old Irving Park Hotel Reviews

Congress Plaza Hotel

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