Flights to Chicago (ORD)

Whether your flights to Chicago are for a weekend break or month-long stay, you’ll be hooked on this fast-paced city.

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Flights to Chicago

Chicago is the third largest city in the United States and has a distinctive charm that’s all its own. A lot of that comes down to the people; it’s located right at the heart of the American Midwest, known for its friendly residents, smiling faces and positive attitude.

Chicagoans will go out of their way to help you (even if you don’t look particularly out of place or lost), in spite of the fast-paced life that goes with being an economic and cultural metropolis.

Chicago began as a key point between the Great Lakes and the Mississippi River, growing up in an era of expansion into the American West. It continued to play a key role connecting east and west during the 1800s as a railroad hub and growing economic centre.

Now, the city really is a hotbed of culture, filled with world-class museums, restaurants, concert halls, sports teams, theatres, live music, and more. While your flights to Chicago will uncover a traditional city with old customs holding firm, there’s also a vibrant young energy led by urban professionals pushing into new areas, both in terms of where they live and what they do. It's the home of President Barack Obama, who celebrated his two elections in the massive and magical Grant Park, one of the city's many green spaces.

Despite its nickname as The Windy City, there’s nothing particularly biting about the cool wind that blows off Lake Michigan. (It’s said that the phrase dates back to the 1800s, when local politicians were referred to as being “full of hot air”). However, you might still want to wrap up warm when you’re taking a stroll around the lake, which is the largest of the Great Lakes in North America.

When it comes to food – start with the pizza. Chicago is famous for its deep dish pizzas, massive mountains of toppings pilled high on top of huge, thick, satisfying slices of doughy goodness cooked to perfection in a fiery brick oven. In addition, the many ethnic enclaves – ranging from Vietnamese to Polish – offer their own specialties brought directly from their country of origin. The portions in Chicago are as generous and crowd-pleasing as the people who serve them.

In essence, to spend time in Chicago is to spend time in a cross-section of the United States, a place where the country comes together into one amazing amalgamation of culture and cuisine. It truly has something for everyone.

Stroll along the Navy Pier

This place is a popular tourist attraction, and with good reason. Take a ride on the 150ft high Ferris wheel at Pier Park, play a little mini-golf, check out the Children's Museum, or simply relax for hours with a spectacular view of the city as your gorgeous backdrop.

600 E Grand Avenue
IL 60611
+1 312 595 7437

Shop at Record Breakers

The best record store in the city just happens to be upstairs from one of the coolest live music venues. Record Breakers has all the latest vinyl releases, but its selection of rare jazz albums, many from bands made famous in the South Loop clubs of yesteryear, are the real reason to go.

2105 South State Street
IL 60616
+1 312 949 0120

Relax in Grant Park

The 319-acre public park is known as Chicago's ‘front yard’, and with good reason. On nice summer days, you'll see thousands of Chicagoans lying on the grass, enjoying life within viewing distance of Millennium Park, Buckingham Fountain, the Art Institute of Chicago and the Museum Campus.

337 E Randolph Street
IL 60601
+1 312 742 3918

Cheer with Chicago’s sports fans

Chicagoans are passionate about their sports teams – whether they’re cheering on Michael Jordan’s old team the Chicago Bulls, or are baseball fans batting for the Chicago Bears. To see the latter, visit Wrigley Field. This legendary sports field holds regular tours (and serves up some of the best hot dogs in the city).

Wrigley Field
1060 West Addison Street
IL 60613
+1 773 404 2827

Catch a film at Music Box Theatre

There's no better place to catch a movie and feel like part of Chicago's strong film tradition than this little indie theatre. While it only has a couple of screens, the carefully curated selection is of the highest quality while the old-fashioned feel will transport you back to the 1930s.

3733 North Southport Avenue
IL 60613
+1 773 871 6607

Browse the Richard H. Driehaus Museum

The lavish mansion of banker Samuel Nickerson has been turned into an impressive museum dedicated to the glories of the Gilded Age. You'll feel transported back in time by the exhibits and the surrounding splendour.

40 East Erie Street
IL 60611
+1 312 482 8933

The Girl and the Goat (International)

The eclectic, playful menu at The Girl and the Goat is the star of the West Loop's Randolph Restaurant Corridor, an up-and-coming neighbourhood that maintains a bit of the charming grit that defines any good hipster hang out. Chill in the lounge for hours or book the table near the open kitchen to watch the magic.

809 West Randolph Street
IL 60607
+1 312 492 6262

RPM Steak (Steakhouse)

A chic steak house just north of the Chicago River, RPM Steak is one of the city's most popular offerings, and definitely a must-visit when you’re in North River. Hit up the House of Blues that's just down the street to dance off any post-meal sluggishness.

66 West Kinzie Street
IL 60654
+1 312 284 4990

Longman & Eagle (International)

This Logan Square staple offers lots of tasty dinner and drink options, but it really shines during weekend brunch. That’s when the comfortable, unpretentious attitude of the surrounding area filters into Chef Jared Wentworth's excellent farm-to-table and nose-to-tail space.

2657 North Kedzie Avenue
IL 60647
+1 773 276 7110

Carriage House (Southern)

This restaurant provides a taste of down home Southern cooking in the heart of Chicago's bohemian Wicker Park neighbourhood. You'll be left feeling satisfied as the soul food comes from the kitchen directly to your plate. Hit up the Sunday Fried Chicken dinner for a hefty portion at perfect prices.

1700 West Division Street
IL 60622
+1 773 384 9700

Avec (International)

Paul Kahan is one of the city's best fine dining chefs and Avec is the casual spot where he can let his hair down and have some fun. It's the opposite of stuffy hospitality; instead, expect a high quality, hugely popular restaurant that’s as simple and smart as its classic wooden interior.

615 West Randolph Street
IL 60661
+1 312 377 2002

Alinea (International)

Chef Grant Achatz's famous eatery in the middle of hip Lincoln Park might be the best restaurant in the city, winning the award three times along with three Michelin stars. You're coming here to see food turned into an art form. It tastes pretty darn good too.

1723 North Halsted Street
IL 60614
1 312 867 0110

Talbott Hotel

The independent five-star Talbott is a shopper’s delight – it sits close enough to the shops on the Magnificent Mile that you'll easily be able to carry your new purchases back to its well-appointed rooms. There's a distinctly old world European feel to the Talbott, and an easy elegance that makes for a relaxing stay.

20 East Delaware Place
IL 60611
+1 312 944 4970

Ruby Room

Located centrally in the trendy Wicker Park neighbourhood, the Ruby Room provides exceptional value in a smart yet relaxed atmosphere. If you need a quick mani/pedi, head to the salon downstairs, and grab a bite at the dozens of restaurant within walking distance.

1743-45 West Division Street
IL 60622
+1 773 235 2323

Public Chicago Hotel

This Gold Coast hotel that's part of the Ian Schrager chain is a few short blocks from Lake Michigan and the Lincoln Park Zoo, and keeps its rooms simple and elegant. It’s got a luxury feel, but the rates are reasonable.

1301 North State Parkway
IL 606101
+1 312 787 3700

Omni Chicago

Trek over the Chicago River to stay at this high-rise offering two-room suites, which are spacious yet very affordable. The Omni also makes as a good jumping-off point to explore the rest of the city, especially if you're planning to head north.

676 North Michigan Avenue
IL 60611
+1 312 944 6664

Hotel Chicago

The House of Blues sits right outside this hotel's entrance, which is a big perk. Other attractions such as Smith & Wollensky's famous steakhouse and architectural boat tours on the Chicago River are within walking distance of the River North destination.

333 North Dearborn Street
IL 60654
+1 312 245 0333

Conrad Chicago

One of the best five-star hotels on the Magnificent Mile, the Conrad is a crown jewel on a street filled with gems. This is where you should go if you have cash to splash and want to feel like royalty. The staff will take care of the rest.

521 North Rush Street
IL 60611
+1 312 645 1500

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