Chicago: The Complete Travel Guide


Are you planning a trip to the Windy City? Follow this travel guide to insure that you hit all the hot spots in Chicago to make your visit well worth it. From the best hotels to best attractions, restaurants, and transportation, we’ve made sure to cover every aspect of your upcoming trip.

Best Hotels

The Langham, 330 North Wabash Ave, Chicago, IL 60611

The Langham

If you are into the whole relaxing in the bathtub while looking at the most breathtaking view of the city, then The Langham is for you. It does come with a price though. Rooms start at $319/night. If you are wanting to spoil your significant other for a weekend getaway or if you are simply just treating yourself, this will be a perfect hotel for you escape your reality and live in luxury.

The Drake, 140 East Walton Place, Chicago, IL 60611


The Drake is one of the most timeless hotels in the city of Chicago. If you would like to experience the hotel’s traditional high tea, you are in for a treat. This hotel is full of class, charm, and history. You and your family can stay at The Drake starting at $139/night.

Ivy Boutique Hotel, 233 E Ontario, Chicago, IL 60611

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If the idea of a quiet, 63 room hotel that serves breakfast in bed sounds like your cup of tea, then the Ivy Boutique is the perfect hotel to call home for a weekend. One of the many perks to this hotel is the price, starting at $119/night. The Ivy is located near the Magnificent Mile, which puts you walking distance from the best shopping Chicago has to offer.

Best Restaurants

Giordano’s, 730 N. Rush St. Chicago, IL 60611


If you are taking a trip to Chicago, your experience won’t be complete without stopping at Giordano’s for some classic deep dish pizza. Get ready to taste the cheesiest, sauciest, and most delicious pizza that Chicago has to offer.

Chicago Cut Steakhouse, 300 N. LaSalle, Chicago, IL 60654

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If you are in the mood for a delectable steak dinner, you will be very impressed with Chicago Cut Steakhouse. This restaurant is a celebrity hot spot, so keep your eyes peeled while dining here...you may just run into your favorite Chicago Blackhawks player if you’re lucky.

Foodlife, Water Tower Place, 835 N Michigan Avenue Chicago, IL 60611


If you are traveling to Chicago with your family or a group of picky eaters, Foodlife in Water Tower Place will be the perfect restaurant to visit. Foodlife has 14 different kitchens in a cafeteria style dining area, where you can try many different types of cuisines. After a long afternoon of shopping at Water Tower Place, you should definitely stop by Foodlife to satisfy your tastebuds.

Best Attractions

Wrigley Field, 1060 W Addison St, Chicago, IL 60613

Opening Day 2012 Chicago Cubs

Even if you are not a Chicago Cubs fan, you should still catch a game at the historic Wrigley field. Don’t forget to enjoy a Chicago dog and a beer while you’re there!

Navy Pier, 600 E Grand Ave, Chicago, IL 60611


From riding a ferris wheel to watching a 3D movie on the IMAX screen, the activities at Navy Pier are endless. Make sure to bring your camera for this trip since you are steps away from the beautiful and picturesque Lake Michigan and Chicago skyline.

Shedd Aquarium, 1200 S Lake Shore Dr, Chicago, IL 60605

No matter your age, you will thoroughly enjoy a visit to the Shedd Aquarium. Enjoy an aquatic show or dip your hand in a shallow pool to pet a stingray. Buy your tickets online beforehand to avoid long lines when you enter the museum.

Best Transportation

Executive Chauffeuring

You may or may not know about the outrageous prices for parking in Chicago. Parking garages can cost anywhere from $19-40 per day, not to mention on busy weekends the cheaper parking garages are completely full. In order to avoid these fees, many people that visit the city hire a driver to take them to the places they need to go. If you are staying in a hotel downtown, it’s likely that you can walk to many of the places you want to visit. Instead of wasting money everyday for your car to sit (unused) in a parking garage, getting a driver is a great alternative.


One of the best ways to get around Chicago is by taking the Metra. The train is one of the most popular modes of transportation for people who live in and visit the city. The Metra is convenient and affordable, costing only $3.50 for a one-way ticket.

Wendella Boats

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One of the most spectacular ways to view and tour the city is by cruising on a boat in the Chicago River. Although this boat will not be able to take you to and from your hotel, it is still one of the most sought after modes of “transportation” in the city. If you are visiting Chicago in March, you will get to sail in river that they dye bright green for St. Patrick’s Day.

I hope you have a fantastic trip to Chicago and get to visit everything that you have planned! Leave a comment below and let me know which experiences in Chicago were your favorite.


Posted on Feb 02 2016

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