Old Irving Park Holidays from £481

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Your Old Irving Park Holiday

Make travel planning simple by reserving a holiday package to Old Irving Park. We'll look after the small stuff, so you can focus on enjoying everything this neighbourhood can offer. Begin your trip to Old Irving Park by heading to nearby attractions such as Portage Park, Milwaukee Avenue and Six Corners. Whatever your ideal Old Irving Park holiday may look like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £703, price is now £481 per person
£481
per person
11 Jul - 15 Jul
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (2,655 reviews)
If you’re up for walking, this hotel is a great place to stay close enough to most things.

Reviewed on 8 May 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £949, price is now £601 per person
£601
per person
10 Jul - 14 Jul
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on 4 May 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,075, price is now £721 per person
£721
per person
10 Jul - 14 Jul
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!

Reviewed on 5 May 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,419, price is now £961 per person
£961
per person
10 Jul - 14 Jul
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Horrible, horrible housekeeping staff many times I had to have head of housekeeping come and monitor Very disappointing

Reviewed on 10 May 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £850, price is now £581 per person
£581
per person
10 Jul - 14 Jul
found 1 day ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (3,670 reviews)
Great property and location!

Reviewed on 8 May 2026

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

Downtown Chicago

4 out of top 10 points of interest in this area

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

Find hotels in Downtown Chicago

Top hotels in Old Irving Park

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £156 per night from 3 Jun to 4 Jun
£156
3 Jun - 4 Jun
includes taxes & fees
8.2/10 Very Good! (2,697 reviews)
great location

Reviewed on 9 May 2026

Hotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £117 per night from 11 May to 12 May
£117
11 May - 12 May
includes taxes & fees
8/10 Very Good! (10,195 reviews)
Clean and very old

Reviewed on 9 May 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £133 per night from 26 May to 27 May
£133
26 May - 27 May
includes taxes & fees
8.8/10 Excellent! (5,192 reviews)
I can only review the staff at The River Hotel is AMAZING to say the least. From the moment I walked through the door I felt at home. I received a warm welcome and a fabulous room with all of the amenities. My room (suite) was spacious, clean and so comfortable. The hotel is centrally located so ...

Reviewed on 9 May 2026

River Hotel
See all 4,895 properties in Old Irving Park
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Old Irving Park travel package cost?
Perhaps less than you imagined — from as low as £481, as a matter of fact! By combining flights, hotels and car rentals into a custom-made travel package, your trip to Old Irving Park is only clicks away.
If I'm not able to travel, can I cancel my Old Irving Park travel package?
If your holiday plans in Old Irving Park have changed, it's good to know that you can cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. For more details, check our Customer Service Portal.
How do I get a cheap travel package to Old Irving Park?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you dollars too. An Old Irving Park travel package makes it easy to organise your perfect trip. With more than 550 airlines throughout the world to select from, finding convenient flights that fit your busy schedule will be no sweat. Not only that, we've got over 1,000,000 properties globally to choose from. Now that's what we call choice. Whatever your budget, Expedia puts more of the world within your reach.
Does Expedia offer Book Now, Pay Later Old Irving Park holidays?
Expedia has teamed up with online lender Klarna to make your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can book that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment plan. Simply put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Old Irving Park?
Travellers come from near and far to experience Millennium Park and Wrigley Field in Old Irving Park. Stay near these popular attractions and visit them whenever you please.
What are the top hotels in Old Irving Park?
Make a reservation at Hyatt Regency Chicago. It's one of the neighbourhood's most popular properties. Another top-rated option in Old Irving Park is The Godfrey Hotel Chicago.
How far in advance should I book my Old Irving Park holiday?
It depends on the airline, but it's usually possible to compare international airfares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travellers will occasionally nab a cheaper seat just weeks before departure dates.
What does an Expedia Old Irving Park travel package include?
Hotels, rental cars and flights — we've got them all. With Expedia, you can shape your Old Irving Park travel package the way you like it. All you have to do is work out exactly what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the greater the savings!
What should I know before booking an Old Irving Park travel package?
When you book your flights, hotels and car rentals together, you'll land incredible discounts. Whether you're planning a rural escape in a cottage or would rather stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with an Old Irving Park Expedia travel package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Just choose your favourite carrier and put together the perfect Old Irving Park getaway.

Popular places to visit

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

£29
per adult
94% of travellers recommend
Art Institute of Chicago
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.