Lower West Side Holidays
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The Latest Lower West Side Holiday Packages
- Hotel Felix River North/Magnificent Mile
29 Dec - 3 JanHotel Felix River North/Magnificent Mile + Flight
Downtown Chicago5 nights4.0 star property8.4/10 - Very good (3,187 reviews)"Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours."Reviewed November 14, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • Direct ORD - DUB • Direct€1,271€1,046found 10 hours agoper traveller - Hotel Saint Clair- Magnificent Mile
29 Dec - 3 JanHotel Saint Clair- Magnificent Mile + Flight
Downtown Chicago5 nights4.0 star property8.6/10 - Excellent (2,414 reviews)Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • Direct ORD - DUB • Direct€1,472€1,113found 10 hours agoper traveller - Swissotel - Chicago
29 Dec - 3 JanSwissotel - Chicago + Flight
Downtown Chicago5 nights4.5 star property9.0/10 - Wonderful (3,585 reviews)"LOVE this hotel! Location is perfect and you can walk everywhere! Just wished they had a pool"Reviewed November 14, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • Direct ORD - DUB • Direct€1,507€1,213found 10 hours agoper traveller - Sports Illustrated Resorts Chicago
29 Dec - 3 JanSports Illustrated Resorts Chicago + Flight
Downtown Chicago5 nights3.5 star property9.0/10 - Wonderful (1,541 reviews)"Very clean and comfortable. Valet was helpful and kind"Reviewed November 13, 2026Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • Direct ORD - DUB • Direct€1,367€1,116found 10 hours agoper traveller - InterContinental Chicago Magnificent Mile by IHG
29 Dec - 3 JanInterContinental Chicago Magnificent Mile by IHG + Flight
Downtown Chicago5 nights4.5 star property9.2/10 - Wonderful (3,429 reviews)Return • Dublin (DUB) - Chicago (ORD)DUB - ORD • Direct ORD - DUB • Direct€1,399€1,159found 10 hours agoper traveller
Where to stay in Lower West Side
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Discover the most popular places to visit in Lower West Side
What to do near Lower West Side
Architecture River Tour from Michigan Avenue
Lower West Side Hotel Deals
Best Western Grant Park Hotel
Best Western Grant Park Hotel"Nice location. Restaurants are just walking distance."
Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake Chicago
Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton Market"Clean spacious room for a great price"
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop"The room was not as clean, the staff was very RUDE, The front desk manager Dalisa had an attitude and she is racist."
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG"The staff is very by the book. If I ask a cleaning person that I was locked out, they just told me to go downstairs and gain access at the front desk. Not rude or anything. A lot of weed smoke for sure, but I think that’s just how it is. Probably would’ve been like that everywhere"
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop
Le Méridien Essex Chicago
Le Méridien Essex Chicago"Wonderful staff!! Welcoming, friendly, and very helpful. We ended up arriving 2 hours before check-in, but staff had no problem helping us out and letting us get our room early. Valet staff hepful when we needed to get an item from the car, James was so awesome helping with luggage and to our room. Housekeeping checked in to see if we were happy with the room, which was very clean!! Each contact we had with staff was a positive one. Lobby was small but cute and eclectic. Wish there was a...
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 €1,046. 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.