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 can I save on a Old Irving Park hotel booking with Expedia?

With Expedia, you’ll unlock our lowest prices by becoming a member. It’s free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Old Irving Park hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

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

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Our top choices for Old Irving Park hotels

Omni Chicago Hotel

Streeterville, 11.4 km from Old Irving Park

Bruce

CA $263 total

includes taxes & fees

Jul 8 - Jul 9

Congress Plaza Hotel

The Loop, 12.8 km from Old Irving Park

Daniel

CA $229 total

includes taxes & fees

Jun 29 - Jun 30

Hilton Chicago/Magnificent Mile Suites

Streeterville, 11.3 km from Old Irving Park

Avradita

CA $235 total

includes taxes & fees

Jul 5 - Jul 6

Staypineapple, An Iconic Hotel, The Loop

Theatre District, 12 km from Old Irving Park

Philip

CA $309 total

includes taxes & fees

Jul 1 - Jul 2

Swissotel - Chicago

12.2 km from Old Irving Park

Martha

CA $291 total

includes taxes & fees

Jul 1 - Jul 2

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 11.8 km from Old Irving Park

William

CA $440 total

includes taxes & fees

Jul 5 - Jul 6

Central Loop Hotel

Theatre District, 12.1 km from Old Irving Park

Daniel

CA $219 total

includes taxes & fees

Jul 5 - Jul 6

The Chicago Hotel Collection - Magnificent Mile

Streeterville, 11.5 km from Old Irving Park

keary

CA $217 total

includes taxes & fees

Jun 29 - Jun 30

Hyatt Regency Chicago

The Loop, 12 km from Old Irving Park

Marianne

CA $392 total

includes taxes & fees

Jul 5 - Jul 6

Warwick Allerton - Chicago

Streeterville, 11.5 km from Old Irving Park

Peter Anthony

CA $242 total

includes taxes & fees

Jul 5 - Jul 6

Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

River North, 10.9 km from Old Irving Park

Benjy

CA $251 total

includes taxes & fees

Jul 1 - Jul 2

Silversmith Hotel Chicago Downtown

Theatre District, 12.2 km from Old Irving Park

Taylor

CA $249 total

includes taxes & fees

Jul 5 - Jul 6

Palmer House a Hilton Hotel

Theatre District, 12.2 km from Old Irving Park

Charles Otto

CA $379 total

includes taxes & fees

Jul 5 - Jul 6

Presidential Suite, 1 Bedroom, Non Smoking

Hotel 55 Chicago Downtown

River North, 11.4 km from Old Irving Park

Matt

CA $279 total

includes taxes & fees

Jul 2 - Jul 3

Eurostars Magnificent Mile

River North, 11.2 km from Old Irving Park

Audrey

CA $252 total

includes taxes & fees

Jul 2 - Jul 3

River Hotel

The Loop, 11.8 km from Old Irving Park

Jody

CA $208 total

includes taxes & fees

Jul 5 - Jul 6

Freehand Chicago

River North, 11.4 km from Old Irving Park

Ken

CA $244 total

includes taxes & fees

Jul 5 - Jul 6

Sports Illustrated Resorts Chicago

Theatre District, 11.9 km from Old Irving Park

Caroline

CA $349 total

includes taxes & fees

Jun 30 - Jul 1

Arlo Chicago

Theatre District, 12 km from Old Irving Park

Justin

CA $338 total

includes taxes & fees

Jun 30 - Jul 1

Hilton Garden Inn Chicago Downtown South Loop

The Loop, 13.2 km from Old Irving Park

Kimberly

CA $283 total

includes taxes & fees

Jul 1 - Jul 2

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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

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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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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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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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

Hotel Riu Plaza Chicago

10/10 Excellent

"Clean room, and there was housekeeping around constantly cleaning. Front desk was super helpful, and kind."

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"For the cost of the room, I guess it was all location and staff. Every single person we spoke to was kind, friendly, helpful and so pleasant. The bottom of the shower was peeling and the carpets were stained. Breakfast was complementary which was good because as it was decent it was not worth $35 per person without the option to order what you wanted. The TV was not able to cast to, it said it was, but it wasn't working. Very nice lighting in the bathroom and the bed was comfy."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"The location is fantastic, and the hotel is high quality. My room was very good, although I expected a bit more from this hotel as it seemed a bit outdated (not horrible, or in big need of a renovation, but some minor improvments would go a long way)."

Hotel Felix River North/Magnificent Mile

8/10 Good

"It was sufficient. It felt clean, but it did not feel luxurious. The main benefit came from the location. Walkability is high. It was bare-bones. The soap dispenser didn’t have enough for a two night stay. Tv was hard to use. If you are out exploring the city, this hotel is fine. If you are basing your experience on the hotel itself (like a staycation), I think you will be disappointed."

Hotels in Old Irving Park, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Guest rating

Star rating

Our top choices for Old Irving Park hotels

Omni Chicago Hotel

Congress Plaza Hotel

Hilton Chicago/Magnificent Mile Suites

Staypineapple, An Iconic Hotel, The Loop

Swissotel - Chicago

LondonHouse Chicago, Curio Collection by Hilton

Central Loop Hotel

The Chicago Hotel Collection - Magnificent Mile

Hyatt Regency Chicago

Warwick Allerton - Chicago

The Godfrey Hotel Chicago

Silversmith Hotel Chicago Downtown

Palmer House a Hilton Hotel

Hotel 55 Chicago Downtown

Eurostars Magnificent Mile

River Hotel

Freehand Chicago

Sports Illustrated Resorts Chicago

Arlo Chicago

Hilton Garden Inn Chicago Downtown South Loop

Where to stay in Old Irving Park

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Old Irving Park Hotel Reviews

Hotel Riu Plaza Chicago

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