Old Irving Park Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 9 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,773 reviews)
Property was safe and quiet! The only thing I would change is parking. The staff is great and accommodating!

Reviewed on 18 Jun, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 9 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.4/10 Exceptional! (1,609 reviews)
Great hotel .. excellent staff

Reviewed on 16 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 9 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9/10 Wonderful! (1,865 reviews)
We loved this property. Everything was perfect and we’d stay here again.

Reviewed on 16 Jun, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 9 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,749 reviews)
Check in and check out we’re easy. The staff were all friendly and helpful. The room was as advertised with a great view.

Reviewed on 15 Jun, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 9 hours ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
8.8/10 Excellent! (2,217 reviews)
I had the corner lake view room and it was so beautiful definitely a 10/10

Reviewed on 17 Jun, 2025

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 featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Old Irving Park

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is S$243 per night from 30 Jun to 1 Jul
S$243
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (4,233 reviews)
"Well centered downtown- we were able to walk to lots of areas. One point of frustration was the elevators- extremely slow, which meant there were always crowds waiting and fighting to get into them. Otherwise our stay was good."

Reviewed on 17 Jun, 2025

Embassy Suites by Hilton Chicago Downtown River North
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is S$300 per night from 6 Jul to 7 Jul
S$300
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,882 reviews)
"The hotel is lovely and close to everything."

Reviewed on 16 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$209 per night from 8 Jul to 9 Jul
S$209
8 Jul - 9 Jul
includes taxes & fees
8.8/10 Excellent! (2,306 reviews)
"None"

Reviewed on 15 Jun, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,673 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.

Frequently asked questions

How much does an Old Irving Park holiday package cost?
Discover the best of Old Irving Park from just S$996. Choose from a great selection of flights, rental cars and hotels to suit your travel style. You can pick up even better deals when you add a couple of sightseeing tours to your holiday package.
How do I get a cheap travel package to Old Irving Park?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities --- we've got them all. Pick and choose a combination that suits your style and see your savings pile up. Of course, a travel package is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 properties across the world, which lets you customize your Old Irving Park adventure.
Where should I stay in Old Irving Park?
A getaway to Old Irving Park isn't complete without visiting Portage Park, Six Corners and Walt Disney House. Stay near these top sights and make sightseeing simple.
How far in advance should I book my Old Irving Park holiday?
Travellers can normally look up international airfares on Expedia up to 12 months prior to departure. Booking late? With a bit of luck, it's still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Old Irving Park travel package include?
Much of that is up to you. You can pick from a range of Old Irving Park packages, such as a hotel, flight and rental car. You can also book a hotel with a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Old Irving Park holiday looks like, get set to save!
What should I know before booking an Old Irving Park travel package?
So many places to explore, so many things to see. With a package, you can cross more of them off your list. Combine your hotels, flights and rental cars and get ready to save.
Can I choose my airline with an Old Irving Park Expedia holiday package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Old Irving Park holiday package?
You can cancel your Old Irving Park booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.