Be blown away by the Windy City when you book flights from Montréal to Chicago.
This Midwestern American city takes its architecture and cuisine seriously but still knows how to have fun. From the top of the Willis Tower to the bottom of its deep dish pizza, the Windy City offers plenty to see and explore when you book flights from Montréal to Chicago.
When your flight from Montréal to Chicago lands, look down almost any street to see the city’s display of amazing architecture. There’s no better example of this than the Shedd Aquarium, with a trident-topped dome and complete with fossil covered floors. The Tiffany glass dome of the Chicago Cultural Center is similarly aquatic. With glass cut in the shape of fish scales, this impressive dome shines a light on Chicago’s public art events.
When you’re looking for things to do in Chicago, look no further than Lake Michigan. The Navy Pier has 50 acres of museums, amusement rides, and movie theatres, making it one of Chicago’s most entertaining attractions. You won’t go more than a few steps without finding something worth checking out.
Stay close to the water with a walk along Chicago’s Lakefront Trail. With 18 miles of pathway, you’ll discover amazing views, from bike or by foot. While you’re admiring the city, you’ll notice more of the incredible head-turning architecture Chicago is famous for.
Take in one of the most beloved structures in Chicago with a visit to Wrigley Field. With Chicago’s long-standing rivalry between the city’s two MLB teams, seeing the Chicago Cubs at Wrigley Field isn’t your only option. You can also catch the Chicago White Sox swinging for the fences at Guaranteed Rate Field. No matter who you cheer for, seeing a baseball game is always a home run of an idea when flying from Montréal to Chicago.
Rivalries in the city continue amongst its pizza places. Your flight from Montréal to Chicago is your ticket to some of the best deep dish pizza you can find. With competition as fiery as the ovens, everyone's a winner in Chicago.
With flights from Montréal to Chicago, a delicious midwestern culinary adventure is yours to embark on in Logan Square.
Locally-sourced ingredients can be found on the area’s buzz-worthy menus and in its hip and hoppy craft brews. Logan Square’s restaurants range from farm-to-table health food, to extra sweet bakeries. With so many different tasting options, this neighbourhood is packed with some of Chicago’s best eateries.
Once you’ve filled your stomach, take a walk through one of the most innovative green spaces in Logan Square at Bloomingdale Trail and Park. Known as The 606, this converted rail line features permanent and temporary art exhibitions along its 4.5-km length to get a feel for the city’s creative side.
Take in more creativity in one of Logan Square’s art galleries. Work from local artists line the walls of these spaces, adding a community feeling to its art scene.
See art on a larger scale at the Congress Theatre and Concord Music Hall. These two music halls along Milwaukee Avenue stage bigger-name acts. Logan Square also offers local talent, with street festivals humming with the sounds of underground bands. Music lovers are sure to feel at home with flights from Montréal to Chicago.
Round out your trip from Montréal to Chicago with a visit to Humboldt Park. If you find yourself ready for more of the area’s food, Logan Square boasts Chicago’s best Puerto Rican fare. Topped off with plenty of speciality shops to explore, this neighbourhood is the perfect finale on your trip to Chicago.
Stop in The Loop for a must-see neighbourhood with flights from Montréal to Chicago.
For displays of Chicago’s amazing architecture scene, The Loop has you covered. As the city’s business centre, even the busiest traveller will have time to see some of the best buildings in Chicago. Formerly called the Sears Tower, and once the tallest building in the world, the Willis Tower is a staple of the Chicago skyline. If the heights on your flight from Montréal to Chicago weren’t enough, take in a stomach-dropping sense of this building’s scale on The Ledge, glass-bottomed boxes 1,434 feet in the air off of this 108-storey building.
While it may not be tall enough to be seen in the city’s skyline, the Rookery Building is a historic landmark. The building was completed in 1888, but it wasn’t until 1905 that one of its most famous features, the lobby designed by Frank Lloyd Wright, was added. The building offers tours open to the public, so even leisurely travellers have the chance to explore the Rookery when flying from Montréal to Chicago.
Inside the Art Institute of Chicago, you’ll find some of the world’s most well-known paintings. After your done inside, step outside to find even more works of art. Take a stroll by Cloud Gate, better known as “The Bean”, to enter Grant Park. From the Frank Gehry-designed Jay Pritzker Pavilion in Millennium Park to the statuary in the Formal Garden, Grant Park’s different areas each provide their own artistic flare.
Discover the city’s music taste with a stop at the Chicago Symphony Orchestra building. Like Montréal, Chicago’s jazz scene is legendary. Since 1947, Jazz Showcase has been improvising its way into the hearts of locals and visitors alike. Top off your day in The Loop with an evening dedicated to some of Chicago’s best jazz.
From iconic buildings to an incredible arts scene, be sure to stay in the loop and visit this exciting neighbourhood when you book flights from Montréal to Chicago.
Fly from Montréal-Pierre Elliott Trudeau International Airport (YUL) to Chicago Midway International Airport (MDW), with a quick connection in Toronto. Montréal to Chicago flight time is 3 hours on average. Connection times vary. The distance from Montréal to Chicago is around 1205 km / 750 mi.
Enjoy complimentary drinks and snacks along the way.
Porter’s check-in desk is located in Terminal A.
Pierre Elliott Trudeau International Airport (YUL) is about 20 km / 12 mi from downtown Montréal.
Please allow sufficient time to drop off your car rental before your departing flight.
Taxis to downtown cost about $40 CAD. Car service costs about $50 CAD.
The 747 P-E-Trudeau Airport / Downtown shuttle bus provides service to the airport from downtown. The fare is $10 CAD.
Chicago Midway International Airport (MDW) is about 9 km / 6 mi from downtown Chicago.
Take the Chicago Transit Authority orange line from the Midway stop. The fare is $2.25 USD.
The Go Airport Express shuttle bus provides service from the airport to downtown. The fare is $27 USD.
Car rental services are available at Chicago Midway Airport (MDW). Take the shuttle to the rental car area from the pick-up location at door 3 of the lower level, near the baggage claim area.
Taxis to downtown cost about $20 USD per person. Car service is available.