Old Irving Park Holidays

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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
18 Jan - 22 Jan
found 21 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,390 reviews)
Exceptional management and staff. Great room sizes and the VIP upgraded suite was amazing.

Reviewed on 28 Oct,2024

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
per person
17 Jan - 23 Jan
found 21 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,003 reviews)
Great property, everything smelled like weed. Front desk staff wasn't warm. Nice property, lighting is DIM even in the bathroom.

Reviewed on 29 Oct,2024

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
17 Jan - 23 Jan
found 21 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
Amazing stay! The staff was super helpful, Danny was Daren were amazing

Reviewed on 27 Oct,2024

InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
Downtown Chicago
per person
17 Jan - 23 Jan
found 21 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (1,769 reviews)
Beautiful hotel with a great pool!!

Reviewed on 31 Oct,2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
18 Jan - 22 Jan
found 21 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Exceeded my expectations. This is my new go-to hotel when in Chicago!

Reviewed on 14 Oct,2024

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

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 S$211 per night from 7 Nov to 8 Nov
S$211
includes taxes & fees
7 Nov - 8 Nov
7.8/10 Good! (8,042 reviews)
"The hotel is great just the air conditioning wasn’t good and so you have to open the windows and then it’s load because of the train but other then that it was great."

Reviewed on 29 Oct,2024

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 S$181 per night from 24 Nov to 25 Nov
S$181
includes taxes & fees
24 Nov - 25 Nov
8.6/10 Excellent! (3,517 reviews)
"Great location and friendly staff"

Reviewed on 28 Oct,2024

River Hotel
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
Fully refundableReserve now, pay when you stay
The price is S$186 per night from 25 Nov to 26 Nov
S$186
includes taxes & fees
25 Nov - 26 Nov
8.2/10 Very Good! (3,138 reviews)
"Staff was great, very helpful"

Reviewed on 29 Oct,2024

Embassy Suites by Hilton Chicago Downtown River North
See all 4,277 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$7,584. 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

Image for 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
Image for Wrigley Field

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
Image for Millennium Park

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

Image for Flyover in Chicago

Flyover in Chicago

S$50
Per adult
94% of travellers recommend
Flyover in Chicago
Image for Architecture River Tour

Architecture River Tour

S$70
Per adult
94% of travellers recommend
Architecture River Tour
Image for Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

S$55
Per adult
92% of travellers recommend
Chicago by Night: 90 Minute River and Lakefront Cruise
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.