By Air: 

Just a 20 minute cab ride from downtown Chicago, O'Hare International Airport (ORD) is one of the busiest airport worldwide. With more connections and flights than any other airport, O’hare was voted the "Best Airport in North America" by business travelers for seven years in a row and the CTA Blue Line will get you to the loop in 45 minutes. The City’s second hub Midway Airport is located on Chicago's southwest side. Located at the end of the CTA Orange Line, Midway is smaller and  more manageable.  

By Rail: 
Amtrak trains arrive in Chicago's  historic Grand Union Station from all reaches of the US. This staion is where the movies The Untouchables and My Best Friends Wedding were filmed.

By Bus: 
Buses are a good alternative to  air and train, providing comfortable, cost-effective rides throughout the midwest. Best  bus budget alternative around is Megabus. Serving the Midwest at reasonable rates, with pick up at Chicago’s Union Station.

Chicago Trains, “L” & Buses
The Chicago Transit Authority (CTA) offers train and bus services to almost every part of the city. The elevated subways known as the "L" can take you to most of Chicago‘s tourist destinations, and the busses cover the rest. Single day, 3-day,  and 7-day fare cards will maximize your sight seeing fun.

Taxi Services: 
Taxis are available on a first-come first-serve basis from nearly every intersection, but a planned pick up is only a phone call away. Yellow Cab 312-829-4222. Millennium Limo  847-630-3423.

Chicago has something for everyone all year long. From a winter  wonderland to great summer hotspots along the lake. Winter is blustery with annual snowfall of about  38 inches and an average daily temperature of 34°F. However, April reaches into the 50's and May in the 70’s. June is the rainiest month of the year but you’ll dry off in July & August when temps reach into the 80’s.  Autumn in Chicago is magical with the  crispness of 40 degree days, leaves are turning  colors, and the Bears playing at home in Soldier Field.

Spring and summer are the crown jewels of the Chicago’s event year.

Chicago Cubs Home Opener April 1st. Fans pack Wrigley Field stadium not only for the game but out of tradition, especially since they haven’t won a championship since 1908.
Dining Out for Life on Thursady, April 25, Chicagoan foodies abound as restaurants and plates for every palette join in the fight against AIDS/HIV. 
Buckingham Fountain’s dancing display of water and colored lights set to music begins in mid-April.

Millennium Park's Crown Fountain’s multimedia display, interactive waterfall puts smiles on the face of every kid and adult who dips a toe in the reflecting pool.

Memorial Day weekend. 
Chicago's beaches officially open along  Lake  Michigan. 
IML & Bear Pride International Mr. Leather is crowned each year over this weekend. This is the biggest fetish gay leather event in North America which is complemented by Bear Pride, the biggest annual event for bears and their admirers. 
Chicago Memorial Day Parade From State St. & Lake St., the parade honors  America's fallen soldiers.
Bike Drive Chicago. Bike enthusiasts  take part in this rare experience to bike along beautiful Lake Shore Drive.

Chicago Blues Festival in mid June is one of Chicago's largest festivals dubbed as the "largest free blues festival in the world," and draws the best performers in the industry.
Printer's Row Lit Fest - early June. This bookworms delight offers author programs, new & used book sellers, kids' area  with a host of other  activities.
Chicago Gay Pride Parade  takes place on the last Sunday of June, The Parade is the largest in the midwest drawing nearly 500,000 revelers annually. After the parade head to Pride North, an up and coming festival following the parade at Morse and Glenwood.
Taste of Chicago
June 24 to July 4: The biggest  of all, this festival provides great food and entertainment to over three million people each year.


There’s nothing like exploring a truly welcoming city with the one you love! The memories created with your husband or wife while dining and shopping on some of the most luxurious avenues in the world followed by an immersion in world-renown art just a few blocks away are dreams come true.  A visit to the Windy City allows you to experience this freedom and allows any gay traveler the opportunity to indulge in some of the best epicurean culinary delights in the world. As Frank Sinatra immortalized, Chicago is “My Kind of Town.”

Art Institute of Chicago
With two bronze lions guarding its Michigan Avenue entrance, The Art Institute of Chicago is home to some of the most important works in the history of art. The  new Modern Wing, opened in 2009, is itself a work of art,  showcases contemporary art, modern  paintings and sculpture in a unique setting. A must see!

John Hancock Observatory
Located in the heart of the Mag Mile, the John Hancock Observatory Open Air Skywalk is open until 11 p.m. daily. From 1,000 feet above the hustle, on the 94th floor,  you can spot landmarks such as Wrigley Field, Navy Pier, and the  marinas. Enjoy a multimedia Sky Tour or read about Chicago’s history on the 80-foot long display wall. A coffee break up in the sky is a must. 

Skydeck at Willis Tower
The tallest building in the Western Hemisphere, the observation deck has a glass ledge that lets visitors float  1,353 feet in the air.  Willis Tower provides unparalleled views of not only Chicago, but on a clear day Michigan, Indiana, and Wisconsin.

Navy Pier
With more than 50 acres of prime Chicago lakefront, Navy Pier is all about fun! Shopping, Shakespeare,  museums, and a Ferris wheel are some of what makes the pier a visitor’s must.  Fireworks light up the Wednesay and Saturday skies during the summer months.

Millennium Park
Millennium Park is a destination for travelers and locals alike. From the free concerts at the dramatic, Frank Gehry designed, Jay Pritzker Pavilion to the engrossing forms and functions of "The Bean" sculpture and Jaume Plensa's Crown Fountain, a walk here embodies the Chicago motto, “Urbs in Horto,” A City in a Garden.

Shedd Aquarium
The  John G. Shedd Aquarium is Chicago’s most visited cultural attraction. With more than 80 habitats which allow visitors to experience up close a breadth of sea life including beluga whales, Pacific white sided dolphins, Alaska sea otters and California sea lions, as well as an Caribbean Reef ecosystem.

Museum of Science & Industry
The MSI was the first museum in North America to offer visitors interactive exhibits.  Kids of all ages can make a giant heart beat, make  a model train, or practice moves on the basketball court with the help of a virtual coach.

Adler Planetarium
From the galaxy wall of our Milky Way to the intrepid explorers of Mars, Adler encourages us to look into the our heavens, the stars and far, far beyond.

The Field Museum 

At a young 67 million years old, and measuring 40 feet long and 13 feet high, Sue the largest, most complete and best preserved Tyrannosaurus Rex  ever discovered welcomes you the the Field! However, don’t stop with Sue, explore two ancient mummies and the decadenct display with  which Egyptian kings  ushured in the Afterlife.

The Magnificent Mile
From the Chicago River  north to Oak Street, this mile of Michigan  Avenue  is a district of architecture, upscale shopping and designer boutiques, such as Armani Ralph Lauren, and Coach.  The fine dining and people watching makes the Mag Mile a mecca like no other place on earth.