Top Chicago Villa Rates

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Featured Villas in Chicago

★★★Charming 2BR near downtown, +FREE parking★★★

★★★Charming 2BR near downtown, +FREE parking★★★

Chicago
With a stay at this villa in Chicago (West Town), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk.
★★★Charming 2BR near downtown, +FREE parking★★★
▌360° City Skyline Chicago ▌

▌360° City Skyline Chicago ▌

Chicago
With a stay at this villa in Chicago (West Town), you'll be within a 5-minute drive of Michigan Avenue and Chicago Riverwalk.
▌360° City Skyline Chicago ▌
Elegant Riverwoods Escape w/ Private Sauna!

Elegant Riverwoods Escape w/ Private Sauna!

3 out of 5
Deerfield
With a stay at this villa in Deerfield (Riverwoods), you'll be a 5-minute drive from Chevy Chase Country Club and 7 minutes from Heritage Park.
Elegant Riverwoods Escape w/ Private Sauna!
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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.

Chicago Luxury Villas

It’s time to plan your next getaway, and this time, you want it to be amazing. You just want a holiday where you’ll come away with humble brags like “I just couldn’t choose between the pool or the hot tub” and “It was so hard for the whole family to pick their rooms in such a big house”. OK, maybe those aren’t so humble. And that’s exactly the point when you’ve got Chicago villa accommodation from lastminute.com.au.

You know what else you might get with that villa? A gourmet kitchen. What does one do in a gourmet kitchen? Why, craft delicious meals that are bound to impress your significant other, kiddos, mum, or whoever else you count among your travelling companions. Nothing says “clan getaway” like a tasty dinner in luxey surroundings, after all. But who says you even have to cook? Conjuring up gastronomic delights takes effort, and you ask us, cheap villa holidays are all about relaxing—and enjoying the fact you’re getting so much bang for your buck. Chicago has plenty of ways to delight your taste buds, and don’t get us started on the scenery. No filter, indeed.

Yes, this holiday will give you plenty of humble brags, but there’s nothing humble at all about our awesome deals. Put in for some annual leave and grab some pocket change, because we’ve got Chicago villas that will have you wondering “How is that even possible?” Anything is possible—well, almost anything—when you’ve got lastminute.com.au on your side.

Chicago Villas essential information

Accommodation
3 Villas
Lowest Price
AU$176
Highest Price
AU$305
Popular accommodation
★★★Charming 2BR near downtown, +FREE parking★★★ , ▌360° City Skyline Chicago ▌ , Elegant Riverwoods Escape w/ Private Sauna!

Top trending hotels in Chicago

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 AU$193 per night from 22 Dec to 23 Dec
AU$193
includes taxes & fees
22 Dec - 23 Dec
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Congress Plaza Hotel
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 AU$201 per night from 12 Jan to 13 Jan
AU$201
includes taxes & fees
12 Jan - 13 Jan 2025
With a stay at Embassy Suites by Hilton Chicago Downtown River North, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from ...
Embassy Suites by Hilton Chicago Downtown River North
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$305 per night from 10 Jan to 11 Jan
AU$305
includes taxes & fees
10 Jan - 11 Jan 2025
Hyatt Regency Chicago is centrally located in Chicago, a 4-minute walk from Chicago Riverwalk and 7 minutes by foot from Michigan Avenue Bridge.
Hyatt Regency Chicago
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River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 19 Jan to 20 Jan
AU$176
includes taxes & fees
19 Jan - 20 Jan 2025
With a stay at River Hotel, you'll be centrally located in Chicago, steps from Michigan Avenue and 5 minutes by foot from Chicago Riverwalk.
River Hotel
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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.

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^Subject to availability and chosen travel dates.