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Top Chicago Airbnb; Hotels and more!

Best Airbnb Chicago; Full Accommodation Guide!

With over 8000 acres of greenery, 200 miles of bike lanes, 60 world-class museums, 200 art galleries and 7000 tasty restaurants, there truly is something for everyone to enjoy in this dynamic city. However, to really appreciate the city you need a great place to stay. Don’t worry we have you covered, this post will give you all the best Airbnb Chicago dotted around the city that’ll make sure your stay is unforgettable.

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Why Visit Chicago?

Chicago should be on everyone’s bucket list, why? For a start the food is incredible, you certainly won’t go hungry ever! And why not wash all that food down with some tasty craft beer at one of 60 trendy breweries. If you ever get fed up with trying out the restaurant scene, there are also plenty of museums and art galleries to explore to gain an insight into Chicago’s vibrant history. If outdoor activities are more you’re thing don’t worry we have you covered. Hire a bike and cycle the city’s 18-mile long Lakefront Trail, a paved route that runs along the shoreline of Lake Michigan or hire a kayak and head out onto Michigan Lake.

Check out my best things to do in Cabo post!

Best time to visit Chicago

The best time of the year to visit Chicago is between June or September when you’ll find fewer crowds than in summer and better weather than in winter. Rates on hotels and flights won’t be the cheapest during this time, but they’ll be a bit more affordable than during the summer rush.

If you’re looking for a budget getaway, visit Chicago during winter when hotel occupancy is low meaning prices are cheap.  Though the weather is cold and often snowy, this is a perfect time to travel if you’re interested in culture as museums and restaurants will be less congested, and theatre tickets will be easy to come by.

Best Airbnb Chicago

Chicago offers guests amazing accommodation options to suit everyone’s budget, whether you’re looking for a luxury rooftop pad or a quirky condo there’s plenty of Chicago Airbnbs to make you feel right at home.

You can also check Airbnb explained for a general guide to this rapidly growing provider of accommodation!

Budget Airbnb Chicago

  1. Spacious 1 BR close by Chicago downtown (Approx £41 per night)

This spacious loft-style apartment offers guests a king-size bed, shared kitchen area, shared bathroom in an up and coming area of Chicago with excellent transport links into the city centre. If you don’t want to head into the centre, there’s also plenty of trendy bars and restaurants nearby to grab a bite to eat or guests can make use of the backyard in summer with BBQ area.


  1. 221 Room 3 – A Private Room in Heart of Chinatown (Approx £29 per night)

Perfect for solo travellers, stay in the heart of Chinatown in this basement room 10 minutes from downtown Chicago.  Perfectly located near the train line and in a very safe neighborhood you’ll struggle to find accommodation at this price which offers clean cosy rooms near to shops, bars and restaurants in such a close proximity to the centre.


  1. Goose & Fox Hostel Lincoln Park (Approx £57 per night)

Stay in a private basement with your own bedroom and bathroom close by to train lines, shops and the famous Lincoln Zoo. Greg is a fantastic host with great local knowledge and an active connection with the Chicago creative scene to make sure your stay is as enjoyable as possible.


Mid-Range Airbnb Chicago

  1. Great Location! Gold Coast! (Approx £135 per night)

Conveniently located a 5 minute walk from Oak Beach, this 1 bedded studio is great for exploring Chicago and its surrounding areas.  The area is super quiet so you’ll be guaranteed a good night’s sleep, yet there are restaurants nearby to grab some tasty food.


  1. Lovely Private Room and Bath in Perfect Location (Approx £146 per night)

Featuring a king-size bed, this modern apartment is very spacious, private and quiet. Anthony is a great host who will be prompt to answer your questions and offers a smooth check-in and check out process.


  1. Downtown in the Gold Coast (Approx £180 per night)

Enjoy an entire flat to yourselves in a great area of Chicago with easy walking distance to restaurants/bars on Rush & Division St, shopping on Michigan Ave, Oak St beach, Hancock Building and the Red line train stop. The apartment is well equipped with a kitchen, TV and WIFI, but if you’re not one for staying in, don’t worry, there’s plenty of restaurants nearby to try.


Luxury Chicago Airbnb

  1. Beautiful Heart Of Gold Coast Full Condo (Approx £263 per night)


You will feel at home the second you walk in this cosy condo. The apartment has a full kitchen, TV, A.C. and WI-FI connection and is located in the Gold Coast, which is one of the hottest neighborhoods in Chicago. There’s plenty of trendy restaurants, bars, grocery stores and shopping outlets nearby to enjoy and it’s only walking distance from many popular destinations such as Lake Michigan, Magnificent Mile, River North, navy pier, boat tours, and Lincoln Park Zoo. You’ll also get to enjoy a wonderful view of Chicago from the large open windows.




This authentic one bedroomed spacious apartment is located in the heart of Chicago and offers great amenities such as a shared pool, hot tub and fitness centre. The apartment has everything you may need for a luxury break away and the host Jason is very attentive and easily contactable if you have any questions.



  1. Sleep in LUXURY BOAT + optional private river tour (Approx £299 per night)


Fancy sleeping on the water? This is a 39ft boat docked in a private marina located in Chicago River. There’s a kitchen and living space, as well as a private bedroom and bathroom. There’s no TV or WIFI but who needs that when you’ve got the whole of Chicago to explore!


Best things to do in Chicago

  1. Sample Chicago’s signature dish… PIZZA!

Chicago’s windy streets are dotted with deep-dish, thin-crust, artisanal and wood-fired pizzas. To taste them all, book a tour with Chicago Pizza Tours and take a seat on their bus, aptly named “Dough Force One”. The bus traverses the city, backstreets and neighbourhoods, guiding visitors on a tour of local spots, inside kitchens and through Chicago’s pizza history one knife-and-forkful at a time.

Check out my Kingston NY restaurants post!

  1. Relax by Lake Michigan

Chicago sits on the shores of Lake Michigan, so the lakeshore is easily accessible by public transportation, walking, or biking, making it ideal for a lazy day soaking up the sun.

  1. Enjoy 360-degree views at the Chicago’s Sky deck

Located 1000 feet above the famed magnificent mile, the Chicago sky deck offers visitors incredible 360-degree views of the epic city skyline and stunning Lake Michigan. Visitors can also enjoy Chicago’s highest thrill ride, which is an enclosed area that tilts you over Michigan Avenue – it’s not for the faint-hearted!

  1. Visit Lincoln Zoo

Open 365 days of the year, Lincoln Zoo is dedicated to keeping its admission policy free for all ages. Lincoln Park Zoo is home to a wide variety of animals, including big catspolar bearspenguinsgorillasreptilesmonkeys, and other species totalling about 1,100 animals from some 200 species. It’s a great day out for all the family.

  1. Sample a theatre show

The Chicago theatre is home to several famous broadways, exhilarating musicals and innovative plays made to entertain both Chicago locals and visitors to the city. Keep a lookout on their website to book tickets, but be sure to book in advance as tickets sell out quickly, especially during summer months.

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