Lower West Side 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 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,773 reviews)
The view from the rooftop lounge was spectacular

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 1 day 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 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9/10 Wonderful! (1,865 reviews)
Hotel is very clean with friendly staff. The pool was a highlight for the kids! Convenient location.

Reviewed on 19 Jun, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day 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 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
8.8/10 Excellent! (2,217 reviews)
It was a pleasure staying at the Swissotel overlooking the river. Very convenient for a vacation stay and very quiet. Wonderful room.

Reviewed on 18 Jun, 2025

Where to stay in Lower West Side

Find the best Lower West Side areas and neighborhoods for the activities you enjoy most. Learn more about Lower West Side
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 Lower West Side

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$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$299 per night from 6 Jul to 7 Jul
S$299
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$204 per night from 6 Jul to 7 Jul
S$204
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (2,313 reviews)
"Valet parking too expensive."

Reviewed on 18 Jun, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,585 properties in Lower West Side
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 Lower West Side holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Lower West Side from just S$996. And the more you bundle, the more cash you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Lower West Side?
Combine your bookings with Expedia to save on your next exciting adventure. With over 550 partner airlines and 1,000,000 properties throughout the world, your Lower West Side holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in a few interesting tours and activities? It's an easy way to unlock even more discounts. Your dream holiday in Lower West Side is closer than you thought!
Where should I stay in Lower West Side?
Most people who travel to Lower West Side include both University of Illinois Chicago and United Centre on their bucket lists. Why not reserve a hotel as close as possible to these iconic attractions?
How far in advance should I book my Lower West Side holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, low prices to Lower West Side sometimes become available a few weeks before departure.
What does an Expedia Lower West Side travel package include?
It comes down to what you're after. If you're travelling alone, you might decide to combine flights and hotels. Taking the whole family to Lower West Side? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Lower West Side travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like sightseeing tours or experiences. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Lower West Side Expedia holiday package?
Yes --- that's the beauty of an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines across the globe, so you have loads of choice when putting together your Lower West Side adventure.
If I'm not able to travel, can I cancel my Lower West Side holiday package?
We totally understand --- life can throw you the odd curveball. If you've locked in a Lower West Side holiday package and have to cancel or amend it, we can help. It's always worth taking a look at our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Popular places to visit

Canalport Riverwalk Park

After visiting Canalport Riverwalk Park, make a plan to see the other sights and activities in Chicago. Experience the area's art scene and festivals.

Canalport Riverwalk Park

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.