Lower West Side Vacations from NT$24,884

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The Latest Lower West Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Freehand Chicago

Freehand Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$36,489, price is now NT$24,884 per person
NT$24,884
per person
Sep 2 - Sep 6
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
7.8/10 Good! (3,204 reviews)
If u looking for a place for just sleep this is the one The location it’s PERFECT! theres not to much to do in the hotel, the rooms are small but it was enough for me and other 3 people in the cuádruple room, we would like it to have a mini fridge or water or coffee at least.

Reviewed on 2026/8/1

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$49,648, price is now NT$29,673 per person
NT$29,673
per person
Sep 9 - Sep 13
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$42,185, price is now NT$26,174 per person
NT$26,174
per person
Sep 9 - Sep 13
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on 2026/7/30

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 NT$41,585, price is now NT$26,217 per person
NT$26,217
per person
Sep 2 - Sep 6
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (2,858 reviews)
fabulous location and helpful staff.

Reviewed on 2026/8/1

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$47,847, price is now NT$31,430 per person
NT$31,430
per person
Sep 2 - Sep 6
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)
Comes with all the comforts of Home.

Reviewed on 2026/7/29

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
A busy city street with tall buildings, a bus, and cars.

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

Lower West Side Hotel Deals

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 NT$5,088 per night from Aug 31 to Sep 1
NT$5,088
NT$6,049 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (10,172 reviews)
"It was wonderful location, got to see the fire works at Navy pier. Hotel was clean and the breakfast was delicious"

Reviewed on 2026/8/1

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is NT$5,182 per night from Aug 11 to Aug 12
NT$5,182
NT$6,161 total
Aug 11 - Aug 12
includes taxes & fees
8/10 Very Good! (1,883 reviews)
"The outstanding feature here was the friendliness of the desk staff. Both upon arrival and departure they couldn’t have been more helpful or accommodating. The room was fine. Big enough and comfortable. We loved the library bar, and a complimentary drink was a nice addition. We had an inclusive rate ..."

Reviewed on 2026/8/1

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is NT$5,460 per night from Aug 30 to Aug 31
NT$5,460
NT$6,223 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (2,931 reviews)
"My family stayed a total of five days. The staff was super friendly and helpful. The rooms were clean and spacious."

Reviewed on 2026/8/1

Hyatt Regency O'Hare Chicago
See all 4,608 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 vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Lower West Side from just NT$24,884. And the more you bundle, the more cash you save. The vacation 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 vacation 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 vacation 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 Center 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 vacation?
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 traveling 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 vacation is only a couple of clicks away.
Can I choose my airline with a Lower West Side Expedia vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation package?
We totally understand — life can throw you the odd curveball. If you've locked in a Lower West Side vacation 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.

Stay near popular Lower West Side attractions

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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.