Book flights from Ottawa to Chicago to be blown away by the Windy City.
Make Millennium Park one of your first stops when your flight from Ottawa to Chicago lands. Including features like the Jay Pritzker Pavilion, Cloud Gate, and the Crown Fountain, you’ll quickly see why this park is one of the top tourist destinations in Chicago. To continue the park experience, head to the city’s largest green space, Lincoln Park, for an afternoon on the shoreline.
There’s no shortage of sports to see when you fly from Ottawa to Chicago. Head to Wrigley Field to catch the Cubs stepping up to bat, or visit the versatile United Center, where the Bulls play basketball and the Blackhawks take to the ice. If football is your preference, watch the Bears kickoff at Soldier Field.
Find entertainment beyond sports when you visit one of Chicago’s world-class museums. Whether you’re contemplating the classics in the Art Institute of Chicago or learning about living things in the Field Museum of Natural History, you’re sure to take some brand new knowledge back to Ottawa.
For fun on the shores of Lake Michigan, the Navy Pier is the place to be. With rides, shops, and food, you’ll have a blast while enjoying lakeside views. For upscale retail, the Magnificent Mile is lined with high-end boutiques, making for a luxe window-shopping experience.
Take a bite out of Chicago’s famous cuisine. Deep dish pizza, a must-try when visiting Chicago, will surely satisfy your hunger. Pizano’s Pizza is a perennial favourite, but there’s no harm in tasting a few more to form your own opinion on who has the best pizza in Chicago. You won’t have to worry about hunger when you fly from Ottawa to Chicago.
Discover the diverse hipster hub of Wicker Park with flights from Ottawa to Chicago.
While the neighbourhood has undergone a recent demographic shift, Wicker Park’s history is full of reinvention. From the Rolling Mill steelworks to some of the city’s wealthiest beer barons, Wicker Park has had a variety of residents.
Today, it sports a more hipster feel with warehouses and lofts housing entrepreneurs, artists, and professionals. Independently-owned stores, galleries, and restaurants give Wicker Park a distinct creative flare.
Explore the creativity of local artists at the Flatiron Arts Building when you fly to Chicago from Ottawa. Meander through the three-floor maze of artworks, and enjoy open-studio events and performances on most nights to see art in action.
Find the home to some of the best eating in the city with flights from Ottawa to Chicago and a visit to Wicker Park. Trendy, award-winning restaurants line the streets, with tons of options to please your taste buds. Wash down your food with a drink at any one of Wicker Park’s buzzing bars.
If you’re feeling a quick shop or a full out spree, head over to Milwaukee and Damen Avenue, two popular hotspots for shopping. Independent boutiques and vintage stores make for a one-of-a-kind retail experience.
With flights from Ottawa to Chicago, visit Lincoln Park, the city’s largest and most beloved urban garden.
Spanning seven miles of shoreline, Lincoln Park is home to nature preserves, dozens of monuments, and tons of attractions. Some of the park’s most popular attractions include the Chicago History Museum and the free Lincoln Park Zoo, perfect for any budget.
When strolling through Lincoln Park, make a stop at Armitage Avenue to find high-end retailers, boutique stores, and something to suit any taste.
With flights from Ottawa to Chicago and a stop in Lincoln Park, head outside of the park proper to see the surrounding neighbourhood. Historic houses, churches, and landmarks like the Elks Memorial give the area a charming feel.
Spend some time taking in the street views from one of the cafés along Clark Street. If you get hungry, you can make a meal along Clark Street at one of its many multicultural restaurants. There’s plenty of different desserts along the stretch to satisfy your sweet tooth.
With Lincoln Park’s location on the shores of Lake Michigan, you’ll be able to explore more of Chicago’s waterfront. The Lakefront Trail can take you along Lake Michigan for a relaxing stroll with amazing views.
Discover all that the lakeside neighbourhood has to offer with flights from Ottawa to Chicago and a visit to Lincoln Park.
Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago-Midway International Airport (MDW), with a quick connection in Toronto. Ottawa to Chicago flight time is 2 hours and 50 minutes on average. Connection times vary. The distance from Ottawa to Chicago is around 1270 km / 790 mi.
Enjoy complimentary drinks and snacks along the way.
Porter’s check-in desk is on the third floor, in the departures area.
Ottawa Macdonald-Cartier International Airport (YOW) is about 10 km / 6 mi from downtown Ottawa.
Please allow sufficient time to drop off your car rental before your departing flight.
Take the OC Transpo 97 Airport / Bayshore and Bells bus to the airport stop. The fare is $3.65 CAD.
Taxis to Macdonald-Cartier International Airport (YOW) from downtown cost about $35 CAD. Car service costs about $90 CAD.
Chicago Midway International Airport (MDW) is about 9 km / 6 mi from downtown Chicago.
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.
Take the Chicago Transit Authority orange line from the Midway stop. The fare is $2.25 USD.
All prices are per person in Canadian dollars. Taxes and fees are included in the total package price. Prices and availability are not final until reservation is confirmed with payment. Baggage fees and other optional fees charged by Porter are not included.