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Featured Villas in Chicago

Charming Retreat in the Heart of Des Plaines by RedAwning

Charming Retreat in the Heart of Des Plaines by RedAwning

1550 Oakwood Avenue, Des Plaines, IL
With a stay at this vacation home in Des Plaines, you'll be within a 10-minute drive of Allstate Arena and Donald E. Stephens Convention Center.
Charming Retreat in the Heart of Des Plaines by RedAwning
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!
★★★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 United Center and Michigan Avenue.
★★★Charming 2BR near downtown, +FREE parking★★★
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▌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 United Center and Michigan Avenue.
▌360° City Skyline Chicago ▌
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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
4 Villas
Lowest Price
AU$172
Highest Price
AU$338
Popular accommodation
Charming Retreat in the Heart of Des Plaines by RedAwning, Elegant Riverwoods Escape w/ Private Sauna!, ★★★Charming 2BR near downtown, +FREE parking★★★ , ▌360° City Skyline Chicago ▌

Top trending hotels in Chicago

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is AU$172 per night from 20 Apr to 21 Apr
AU$172
includes taxes & fees
20 Apr - 21 Apr
Located in Chicago (Downtown Chicago), Crowne Plaza Chicago West Loop by IHG is within a 15-minute walk of University of Illinois Chicago and Willis Tower.
Crowne Plaza Chicago West Loop by IHG
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$338 per night from 4 Apr to 5 Apr
AU$338
includes taxes & fees
4 Apr - 5 Apr
A stay at Swissotel - Chicago places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and Millennium Park.
Swissotel - Chicago
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$244 per night from 13 Apr to 14 Apr
AU$244
includes taxes & fees
13 Apr - 14 Apr
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
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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$184 per night from 20 Apr to 21 Apr
AU$184
includes taxes & fees
20 Apr - 21 Apr
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.