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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May
Remodeled West Loop Apartment Near United Center
Interior

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Smart TV, printers

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

8.8 out of 10, Excellent, (27)
"We are visiting from the United Kingdom and was very happy with this property. Perfect size for our needs, the property was clean and catered with all our needs, the host was very prompt on our requests.Thank you "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
Cozy, Comfortable and Convenient apartment. Close to everything!
Fridge, microwave, oven, stovetop

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (55)
"My stay was amazing, the place fit the description and was very clean and felt like a home away from home. The host was very accommodating and easy to communicate with. I had an amazing time, we weren’t too far from downtown which was great, and everything in the home was neat and clean. "
The price is HK$933
HK$2,161 total
includes taxes & fees
31 Mar - 1 Apr
Cozy, Comfortable and Convenient apartment. Close to everything!
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Point of interest

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (80)
"Walked into the unit to find several items were needed/missing: namely a crib and various necessary kitchen items. Host was quick to answer my texts and to connect w/ his staff to purchase and deliver the missing items. The disappointing part was that i could not come into the unit and immediately begin prepping dinner for my family who were due to arrive an hour later. Had to deal with texts/calls to host to get the items we needed, which all took time. Ali was very attentive to my...
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
Interior

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests

McCormick Place Luxurious 5 bed/3 bath HUGE Suite for groups/up to 12 guests
Animal House Near Sox Stadium
Terrace/patio

Animal House Near Sox Stadium

9.0 out of 10, Wonderful, (2)
"Stayed over Vday weekend— no complaints, space was nice and served my needs perfectly. Had lots of animal/pet related decor and gave the space a nice aesthetic. Owner was communicative and easy to work with! The space had nice amenities like towels, linens, projector, appliances, and etc. Neighborhood was very cute too, walking distance to a bunch of restaurants. "
Animal House Near Sox Stadium
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Fridge, microwave, oven, stovetop

Cozy 2 Bedroom 1 Bath. Centrally located with shared porch

8.0 out of 10, Very good, (7)
"If you looking for basic accommodations in an BnB in Chicago, this rental is definitely both. Apartment 2R is cute on the surface. A kitchen, sm. appliances, two bedrooms with LOTS of beds, a decently sized living room, good fridge, safe sleepy neighborhood. SPECIAL NOTE: DO NOT PARK on Archer overnight . YOU WILL BE TOWED. It is quite a long trek to get to the impound lot and at least a 175 fine; it took seven hours off our stay in Chicago. lesson learned the hard wayThe more you look, you...
Cozy 2 Bedroom 1 Bath. Centrally located with shared porch
Beautiful Downtown 3BR with Free Parking
Smart TV, fireplace

Beautiful Downtown 3BR with Free Parking

9.4 out of 10, Exceptional, (16)
"Great location with parking! Easy to walk to restaurants/bars. Location location location! "
Beautiful Downtown 3BR with Free Parking
Clean and Comfy Updated Apt in Convenient Location
Fridge, microwave, oven, stovetop

Clean and Comfy Updated Apt in Convenient Location

10.0 out of 10, Exceptional, (18)
"We had a great stay. The place was very clean. Setting was comfortable. Parking was ideal. Right off the L. Host was responsive and accommodating. Highly recommend! "
Clean and Comfy Updated Apt in Convenient Location
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!
Fridge, microwave, oven, stovetop

Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!

9.8 out of 10, Exceptional, (81)
"Great neighborhood, comfortable apartment, and easy L-train access. Parking isn't great, but much better than most of Chicago."
Cozy Charming •Art 🎨 • Food🌮 Close to Train 🚉 • Parking!
Clarendon Hills Garden
Exterior

Clarendon Hills Garden

9.6 out of 10, Exceptional, (5)
"It did the job for me at $100 a night less than the hotel that my seminars were. It is a very old house so don't expect perfection. It was clean and that is what mattered to me."
Clarendon Hills Garden
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Aerial view

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

10.0 out of 10, Exceptional, (281)
"great price with parking in a GREAT neighborhood. We were not bothered by the music from the bar. that may be worse in the summer, but zero issue for us in March.people we were visiting all could not believe what a great deal it is.The candy jar was a very nice touch. zero problems and the owner (John) was excellent to work with."
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
Fridge, microwave, oven, stovetop

Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6

10.0 out of 10, Exceptional, (7)
"Wonderful apartment with plenty of space for 3 of us on a work-related trip to Oak Park. Comfortable over a range of temperatures, nice kitchen facilities, excellent laundry, spotlessly clean. Quiet with the windows closed, beautiful deck in the back we used the first (warm) day we were there. Nice one parking space on premise. Only minor issues were top (third) floor location/walk up when toting groceries and TV was a bit difficult to use. Would love to stay there again!"
Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
Luxury Loft Collection 703 - Terrace - River North
Property grounds

Luxury Loft Collection 703 - Terrace - River North

2.0 star property
9.8 out of 10, Exceptional, (7)
"We had an amazing stay at this VRBO in Chicago! The location was perfect - right in the heart of everything, making it easy to explore the city. The space itself was exactly what we needed for our group of 8, offering plenty of room for everyone. The floor to ceiling windows provided stunning views, which were an absolute highlight of our stay.A special shout out to the front desk, who provided impeccable service and made us feel at home. The host was also incredibly responsive and...
Luxury Loft Collection 703 - Terrace - River North
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Fridge, microwave, oven, dishwasher

Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover

7.8 out of 10, Good, (12)
"Excellent ,nice and quiet area. Liked the safe and security of exiting and entering the property."
Prime Location - Close to Public Transit, Little Italy, the Medical District and UIC by AllSet Turnover
Oak Park Queen
Exterior

Oak Park Queen

9.4 out of 10, Exceptional, (13)
"This was a great place to stay! "
The price is HK$1,050
HK$2,019 total
includes taxes & fees
31 Mar - 1 Apr
Oak Park Queen
Entire Below Level Studio w/ Private Sauna
Property grounds

Entire Below Level Studio w/ Private Sauna

10.0 out of 10, Exceptional, (36)
"Accurate as listed. Easy parking, safe and secure."
Entire Below Level Studio w/ Private Sauna
1F Chicago's Little italy Graystone nearDowntown
Exterior

1F Chicago's Little italy Graystone nearDowntown

10.0 out of 10, Exceptional, (127)
"We had a lovely stay. The manager was very helpful. Our apartment was stocked with everything you could and then some!"
1F Chicago's Little italy Graystone nearDowntown
Sunny Coach House in Historic Oak Park
Fridge, oven, stovetop, coffee/tea maker

Sunny Coach House in Historic Oak Park

9.8 out of 10, Exceptional, (55)
"Beautiful property in lovely part of town. It’s comfortable and just enough space for two. However it needs a good deep cleaning including rugs and baseboards because there is a build-up of dirt, dust and grime. Could also use a fresh coat of paint. "
Sunny Coach House in Historic Oak Park
5 Mi to Dtwn: Ukrainian Village Apartment!
Fridge, microwave, stovetop, coffee/tea maker

5 Mi to Dtwn: Ukrainian Village Apartment!

5 Mi to Dtwn: Ukrainian Village Apartment!
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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Other property types in Orland Park

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (706)
"Our family celebrated Christmas at this hotel. It was beautiful and clean. I will definitely stay here again."
The price is HK$919
HK$1,307 total
includes taxes & fees
1 Apr - 2 Apr
Sentral Michigan Avenue
Sonder South Wabash
Living area

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (454)
"Great stay "
The price is HK$758
HK$890 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash
Sonder Market Hall
Interior

Sonder Market Hall

3.5 star property
8.6 out of 10, Excellent, (267)
"Appartement spacieux, super fonctionnel, lit et divan lit très confortables. Très bien situé, à 2 min du metro dans un quartier hyper sécuritaire."
The price is HK$830
HK$974 total
includes taxes & fees
20 Apr - 21 Apr
Sonder Market Hall
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

What's it like to stay at an apartment in Orland Park?
You’ll find plenty of places to stay in the larger Chicago area, with 4939 accommodation choices including 2463 apartments. You might want to visit the area’s shops and enjoy its restaurants.
How do you know if an apartment is a good option for your stay?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families who want the conveniences of home.
What's a favourite apartment for my stay in Orland Park?
Here is a popular apartment in the area to consider: 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place: 19.3 mi/31.1 km away in Chicago . Free WiFi and a Smart TV are included .
What will the weather be like in Orland Park?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Orland Park. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Orland Park is 1181 mm.
What should I see in Orland Park?
Orland Park is known for its restaurants and shops. Family-friendly attractions include Orland Park Sportsplex and Space Golf, whereas Centennial Park is a spot to enjoy the outdoors. While here, Orland Square and Centennial Park Aquatic Center are other places worth a visit.
What's the best way to get to and around Orland Park?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Chicago Midway Airport (MDW), which is located 12.4 mi (19.9 km) away from the heart of the city. Otherwise, you can search for flights to Chicago O’Hare International Airport (ORD), which is 24.1 mi (38.8 km) away. If you’d like to explore more of the area, take a train from Orland Park 143rd Street Station, Orland Park 153rd Street Station or Orland Park 179th Street Station.