Portage Park Holidays

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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
Price was S$662, price is now S$502 per person
S$502
per person
22 Sept - 24 Sept
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
Room clean, staff amazing. Old, tired property.

Reviewed on 30 Jun, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,019, price is now S$695 per person
S$695
per person
22 Sept - 24 Sept
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Room service was terrible other than that I really liked the hotel

Reviewed on 30 Jun, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,351, price is now S$982 per person
S$982
per person
22 Sept - 24 Sept
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The Trump hotel is always impeccable and this time was no different. We did bring our newborn (first time parents) and they were beyond accommodating; they provided us a crib.

Reviewed on 28 Jun, 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was S$727, price is now S$539 per person
S$539
per person
22 Sept - 24 Sept
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,134 reviews)

Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was S$743, price is now S$565 per person
S$565
per person
22 Sept - 24 Sept
found 15 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Everything was lovely, but for reference the rooms with views on the first 5-6 floors are extremely noisy at night due to traffic etc.. Not the properties fault, although I would have thought there might be noise canceling glass or something like other hotels I've stayed at.

Reviewed on 30 Jun, 2026

Where to stay in Portage Park

Find the best Portage Park areas and neighborhoods for the activities you enjoy most. Learn more about Portage Park
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

5 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 Portage 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$229 per night from 1 Jul to 2 Jul
S$229
per night
1 Jul - 2 Jul
8/10 Very good! (10,171 reviews)
"Great place to stay in the city"

Reviewed on 30 Jun, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$278 per night from 6 Jul to 7 Jul
S$278
per night
6 Jul - 7 Jul
9.2/10 Wonderful! (1,820 reviews)
"Room service was terrible other than that I really liked the hotel"

Reviewed on 30 Jun, 2026

Omni Chicago Hotel
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$246 per night from 6 Jul to 7 Jul
S$246
per night
6 Jul - 7 Jul
9/10 Wonderful! (4,484 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."

Reviewed on 30 Jun, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,969 properties in Portage 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 a Portage Park holiday package cost?
Discover the best of Portage Park from just S$502. Choose from a great selection of flights, hotels and rental cars to suit your travel style. You can score even better deals when you add a few activities or tours to your holiday package.
How do I get a cheap travel package to Portage Park?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a Portage Park holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal to unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Portage Park?
A getaway to Portage Park isn't complete without checking out Six Corners, Walt Disney House and The Gift Theatre. Spend your evenings near these popular sights and make sightseeing simple.
How far in advance should I book my Portage Park holiday?
While prices change from time to time, we generally advise booking your flight as early as possible. Most international airfares become available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheap tickets to Portage Park sometimes appear just weeks before departure.
What does an Expedia Portage Park travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and activities. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to creating your perfect Portage Park getaway.
What should I know before booking a Portage Park travel package?
You'll land excellent savings when you bundle your hotels, flights and rental cars into a package. Not just that, booking everything in one spot simply makes planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or an affordable family break, check out our package deals today.
Can I choose my airline with a Portage Park Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have more than 550 partner airlines across the globe, so you have lots of choice when creating your Portage Park escape.
If I'm not able to travel, can I cancel my Portage Park holiday package?
You can cancel your Portage 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 to find out more.

Stay near popular Portage Park attractions

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
88% 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.