Cheap flights from Vancouver to Chicago from C$ 169
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vancouver to Chicago departing on 14/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Vancouver to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of January is another great option to travel to Chicago, with average flight prices from Vancouver averaging around C$ 434.
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 C$ 553. 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 Sunday because tickets tend to average around C$ 762. 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?
In the afternoon is the cheapest time of day to fly from Vancouver to Chicago when you can find flight prices for as low as C$ 399. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 653 per ticket.
What is the cheapest Vancouver to Chicago flight route?
Fly from Vancouver Intl to Chicago O'Hare Intl for the best Vancouver - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Vancouver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 515 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Vancouver for as low as C$ 381 on momondo.
What cabin class options are available on Vancouver to Chicago flights?
There are 4 cabin classes available to choose from on Vancouver to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Vancouver to Chicago?
WestJet, Air Canada, and Alaska Airlines are the most popular carriers operating from Vancouver to Chicago
Which airlines fly to Chicago?
Air Canada, United Airlines and WestJet are the top three most popular airlines that fly to Chicago from Vancouver according to our data. Air Canada is the first choice among our users, with 62% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Vancouver to Chicago on average per day?
As of July 2025, there are 10 flights per day flying from Vancouver to Chicago. The most common time of day flights depart is 11:00p.m., with 42% of flights taking off in the evening.
How many flights depart from Vancouver to Chicago on average per week?
As of July 2025, 73 flights take off from Vancouver and land in Chicago each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.
Cheap Vancouver to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Vancouver to Chicago
How far is Vancouver to Chicago by plane?
The straight-line distance from Vancouver to Chicago is 2850.5 km. By plane, this route typically takes 4h 12m.
When did momondo last update prices for flights from Vancouver to Chicago?
Prices for flights from Vancouver to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Vancouver to Chicago?
The number of operators available for flights from Vancouver to Chicago is 5 as of July 2025.
How old do you have to be to fly from Vancouver to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vancouver to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
Best airlines flying from Vancouver to Chicago
Compare and see reviews for airlines that fly from Vancouver to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 232 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom C$ 249 | Free Cancellation | Rating 7.2 2,909 reviews | |||
| PriceFrom C$ 312 | Free Cancellation | Rating 7.1 9,660 reviews | |||
| PriceFrom C$ 361 | Free Cancellation | Rating 7.4 8,858 reviews | |||
| PriceFrom C$ 385 | Free Cancellation | Rating 8.0 7,974 reviews |
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Vancouver to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Vancouver to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Vancouver to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Vancouver to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Vancouver to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Vancouver.
I’m not ready to book a flight from Vancouver to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Vancouver. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.