Southwest Side Trips (flight + hotel)

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Where to stay in Southwest Side

Find the best Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Side
Chicago, IL featuring interior views and an airport as well as a couple

Garfield Ridge

Be sure to check out the restaurants and churches while you're strolling through Garfield Ridge, and hop on the metro at Midway Station to see more of the surrounding area.

Find hotel + flight trips in Garfield Ridge

Top hotels in Southwest Side

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 P5,872 per night from 8 Dec to 9 Dec
P5,872
P6,894 total
includes taxes & fees
Dec 8 - Dec 9
7.8/10 Good! (8,178 reviews)
"Was clean, service great and perfect location to walk around the city near popular attractions"

Reviewed on Nov 29, 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 P6,348 per night from 16 Dec to 17 Dec
P6,348
P7,452 total
includes taxes & fees
Dec 16 - Dec 17
8.6/10 Excellent! (3,563 reviews)
"Convenient"

Reviewed on Nov 27, 2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P6,016 per night from 11 Dec to 12 Dec
P6,016
P7,062 total
includes taxes & fees
Dec 11 - Dec 12
8.4/10 Very Good! (3,253 reviews)
Chicago stay
"This hotel was very clean and the staff were helpful and courteous. I would definitely stay there again. Its conveniently located near most attractions."

Reviewed on Nov 27, 2024

Club Quarters Hotel, Central Loop, Chicago
See all 4,531 properties in Southwest 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 Southwest Side vacation package cost?
From as little as , you can tailor make your Southwest Side vacation package. Simply bundle hotels, flights and rental cars and we’ll reward you with discounts.
How do I get a cheap travel package to Southwest Side?
You’ll save loads of cash if you combine your car rentals, flights and hotels into a Southwest Side travel package. Sometimes cheap packages mean fewer options. But that’s not the case with Expedia. We offer over 550 air carriers and 1,000,000 hotels across the globe, which means you’ll always have plenty of options to choose from. Want to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
What are the top hotels in Southwest Side?
Check out the deals at Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton in Glendale. Any good Southwest Side itinerary should include this city!
How far in advance should I book my Southwest Side vacation?
You’ll be rewarded with the widest variety at the cheapest prices by booking your adventure to Southwest Side early. Air carriers generally publish flights around a year in advance, so start your planning as soon as possible. Having said that, Expedia is constantly working to give you the best deals around, so it’s never a bad time to book your dream vacation!
What does an Expedia Southwest Side travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your perfect Southwest Side package. Once you’ve made your booking, you can add on fun stuff like tours and activities. Remember, the more you bundle, the more dollars you’ll save!
What should I know before booking a Southwest Side travel package?
Our prices are always low. However, you’ll snap up an even better deal when you book your hotels, flights and car rentals together. With an Expedia package, you’ll always get transparent pricing and lots of choice.
Can I choose my airline with a Southwest Side Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Southwest Side vacation package?
Yes you can, and we’ll help you every step of the way. You may be able to amend or cancel your Southwest Side vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If your travel plans suddenly change, visit our Customer Service Portal for more information.

What to do in Southwest Side

Tour to Old Capital Turku by VIP car with Private Guide

Tour to Old Capital Turku by VIP car with Private Guide

P43,035
Per adult
Tour to Old Capital Turku by VIP car with Private Guide
VIP Tour to Turku from Helsinki PRIVATE

VIP Tour to Turku from Helsinki PRIVATE

P40,248
Per adult
VIP Tour to Turku from Helsinki PRIVATE
Full Day Private Tour to Turku City from Helsinki

Full Day Private Tour to Turku City from Helsinki

P23,034
Per adult
Full Day Private Tour to Turku City from Helsinki
See all activities in Southwest Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.