West Side Adventure Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Discover the most popular places to visit in West Side
What to do in West Side
Skydeck Chicago at Willis Tower
Top Adventure West Side Hotels
The Robey, Chicago, a Member of Design Hotels
The Robey, Chicago, a Member of Design Hotels
"Loved our stay at the Hoxton. Rooms were clean, spacious and comfortable and hotel amenities were great"
Cozy Luxury 1BR - 10 Min to Downtown Chicago
Cozy Luxury 1BR - 10 Min to Downtown Chicago"Can't recommend this property."
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8"Drove up to Chicago from St. Louis to catch a concert. Needed a safe spot to park my ride for a couple days and the place was perfect for my daughter and I. She got the upstairs with her own bathroom and I got the downstairs with my own bathroom. All my snoring stayed incapsulated downstairs, lol. We got all over the city with a 5 minute walk from the property to the train station, then 5 minutes on the “L”, then another 5 minute walk to our destination, $5 dollars gets you an all day train...
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking"Incredible place. Awesome neighborhood. Easy access to the freeways. Great neighborhood with tons of great local dining."
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown
Spacious Group Stay - Sleeps 12 - 3 Kings + Arcades - 10 Min to Downtown"You get what you pay. The host was very responsive during our stay but not great before arrival. The bedsheets are of satin/silk material and were very uncomfortable for those who are sensitive to the texture. The host was not responsive to our request for other alternatives. We also didn't have any shampoo or conditioner upon arrival but the host was responsive and had them brought to our door promptly. The place was very clean but we had issues with some of the outlets not working, no pots and...
Modern West Loop Gem-City Views & Prime Location 1
Modern West Loop Gem-City Views & Prime Location 1"The stay is satisfying."
Flexhome West Town Spacious 2BR Duplex · Sleeps 8
Flexhome West Town Spacious 2BR Duplex · Sleeps 8"We really liked staying at this property and would do so again in a heartbeat except for one major hesitation. The AC unit condensate pipe had come loose and was pouring water into the floorboard downstairs. Meaning most of our stay wound up with the basement being extremely humid and damp and generally not pleasant to be in. We notified the host promptly and it took 2 days for the landlord to have maintenance come out and address the issue once it was addressed. Everything was good from there...
Frequently Asked Questions
How much does a West Side holiday package cost?
Be ready to book, because a trip to West Side starts from an affordable . When you combine your flights, hotels and car rentals into a travel package, you'll score the best prices.
How do I get a cheap travel package to West Side?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into a West Side holiday package to save a pile of cash. Score even better deals when you include extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to put together your holiday your own way. We offer more than 550 airlines and 1 000 000 hotels across the world, so that everyone has an opportunity to travel and live out those holiday fantasies.
What are the top hotels in West Side?
Grace Abbott Homes is one place that most travellers to West Side include in their itinerary. For a memorable stay here, take a look at Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton.
How far in advance should I book my West Side holiday?
It can be tricky to know exactly when the best time is to book your West Side holiday. But generally the earlier you book, the cheaper the prices. Sometimes, you can lock in your flights and hotels nearly 12 months before departure. If you're thinking of a last-minute getaway, no need to worry! There are terrific deals popping up on Expedia every single day.
What does an Expedia West Side travel package include?
That depends on what you're after. If you're travelling alone, you might decide to bundle flights and hotels. Taking the whole crew to West Side? A travel package that includes rental cars, flights and hotels might suit you better. Expedia gives you the flexibility and freedom to tailor your travel package.
What should I know before booking a West Side travel package?
So many places to travel to, so many things to experience. With a travel package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and get ready to save.
Can I choose my airline with a West Side Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to select from all over the world. With so much choice, finding the right carrier to get you to West Side shouldn't be hard.
If I'm not able to travel, can I cancel my West Side holiday package?
Don't worry if you're rethinking your West Side holiday package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We understand life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.