Cheapest flights to Chicago airports
Find the cheapest flights to these Chicago airports from your nearest city or airport
CHEAPEST ROUTE FROM Vancouver TO Chicago
Vancouver Intl Airport (YVR) to Milwaukee (MKE)
Typically, flights to Chicago from Vancouver are cheaper when flying from Vancouver Intl to Milwaukee Milwaukee-Mitchell, which has an average price of 396 C$
| CHEAPEST MONTH TO FLY TO CHICAGO FROM VANCOUVER INTL AIRPORT | September | 13% cheaper | Flying from Vancouver Intl Airport to Chicago costs on average just 480 C$ in September |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM VANCOUVER INTL AIRPORT | December | 15% more expensive | It costs about 634 C$ for flights to Chicago from Vancouver Intl Airport in December |
| MOST POPULAR MONTH TO FLY TO CHICAGO FROM VANCOUVER INTL AIRPORT | October | 280% more users visited | More momondo users searched in flights to Chicago from Vancouver Intl Airport in October than any other month |
When is the best time to fly to Chicago?
What is the absolute cheapest flight to Chicago?
Users booking trips to Chicago from Minneapolis found flights 73% cheaper than the average price of flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
What is the cheapest month to fly to Chicago?
The month of March is another great option to travel to Chicago, with average flight prices from Canada averaging around 286 C$.
How far in advance should I book a flight to Chicago?
The best time to book a flight to Chicago from Canada is 46 days out, which is when prices tend to be around 317 C$.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as 319 C$. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around 346 C$. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.
What is the cheapest time of day to depart on your flight to Chicago?
At noon is the cheapest time of day to fly from Canada to Chicago when you can find flight prices for as low as 316 C$. Flying to Chicago at noon is an ideal time because this is during off-peak travel hours. In the evening is when there is more demand to fly to Chicago, so prices are often more expensive at around 347 C$ per ticket.
Is there a good place to hike near Chicago?
Hikers looking for a more family-friendly day in the great outdoors would be best suited to plan their flight to Chicago for September and October, when they can visit Grant Park and enjoy all that the park has to offer.
When is it best to fly to Chicago to go sightseeing?
The best time to plan to fly to Chicago to go sightseeing would be when the temperature is not unbearable and the chance of rain is only moderate. Considering those guidelines, May or June seem like the best times of year to plan your visit.
Is there an alternative airport near Chicago?
Those flying to Chicago could potentially find better pricing at Chicago O'Hare Intl Airport (26 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre) depending on the month and departure airport.
Is there a cheaper alternative to flying into Chicago?
Chicago Midway Airport has an average price of 397 C$ per person and is typically the cheapest airport to fly into when visiting Chicago. This average price does vary based on departure city. Try momondo’s Airport-to-Airport Pricing Tool to find the cheapest flight.
Chicago flight deals found on momondo
Check out some of the best fares from airports in Canada to Chicago found recently by users on momondo
Find the cheapest one-way flights to Chicago
If you're looking for one-way flights from Canada to Chicago, view some of our deals below provided by Air Canada, American Airlines and Delta
Which airlines fly to Chicago?
Here you can see a selection of the most popular and cheapest airlines for flights to Chicago
Airports near Chicago
Below you will find all the airports in Chicago along with their distance from the city centre
Popular routes to Chicago
Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Start planning your trip to Chicago
Start planning your trip today
Get an overview of the top hotels in the most popular neighbourhoods of Chicago
Find hotels in ChicagoTop car rentals in Chicago
Experience Chicago from behind the wheel! Learn more about the best car rental deals here
Find cars in ChicagoStay at a vacation rental
Enjoy the amenities of home away from home. Learn more about vacation rentals here.
Find rentals in Chicago