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Cheap Flights from Vancouver International to Chicago

Compare Vancouver International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Vancouver International to Chicago

Looking for a cheap last-minute deal or the best return flight from Vancouver International Airport to Chicago? If you want to travel next month, return fares start from R 5,533. Find the lowest prices on one-way and return tickets right here.
Chicago.R 2,493 per passenger.Departing Wed, 2 Sep.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,493, select.
Chicago.R 2,556 per passenger.Departing Thu, 20 Aug.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Thu, 20 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,556, select.
Chicago.R 2,565 per passenger.Departing Mon, 25 May.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Mon, 25 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,565, select.
Chicago.R 2,598 per passenger.Departing Tue, 2 Jun.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Tue, 2 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,598, select.
Chicago.R 2,641 per passenger.Departing Fri, 2 Oct.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Fri, 2 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 2,641, select.
Chicago.R 3,207 per passenger.Departing Tue, 28 Jul.One-way flight with WestJet.Outbound indirect flight with WestJet, departs from Vancouver International on Tue, 28 Jul, arriving in Chicago Rockford.Price includes taxes and charges.From R 3,207, select.
Chicago.R 3,502 per passenger.Departing Wed, 19 Aug.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Wed, 19 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,502, select.
Chicago.R 3,583 per passenger.Departing Wed, 2 Sep.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,583, select.
Chicago.R 3,608 per passenger.Departing Tue, 2 Jun.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Tue, 2 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,608, select.
Chicago.R 3,738 per passenger.Departing Sun, 31 May.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Sun, 31 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,738, select.
Chicago.R 3,866 per passenger.Departing Fri, 3 Jul.One-way flight with United.Outbound direct flight with United departs from Vancouver International on Fri, 3 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 3,866, select.
Chicago.R 3,976 per passenger.Departing Fri, 13 Nov.One-way flight with Delta.Outbound indirect flight with Delta, departs from Vancouver International on Fri, 13 Nov, arriving in Chicago Midway.Price includes taxes and charges.From R 3,976, select.
Chicago.R 3,976 per passenger.Departing Thu, 3 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Vancouver International on Thu, 3 Dec, arriving in Chicago Midway.Price includes taxes and charges.From R 3,976, select.
Chicago.R 4,053 per passenger.Departing Thu, 3 Dec.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Thu, 3 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 4,053, select.
Chicago.R 4,061 per passenger.Departing Mon, 26 Oct.One-way flight with United.Outbound direct flight with United departs from Vancouver International on Mon, 26 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 4,061, select.
Chicago.R 4,072 per passenger.Departing Wed, 25 Nov.One-way flight with Air Canada.Outbound direct flight with Air Canada departs from Vancouver International on Wed, 25 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From R 4,072, select.

Find the cheapest month to fly from Vancouver International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Vancouver International to Chicago flights are currently cheapest in September.
May
from R 2,565
Jun
from R 2,598
Jul
from R 3,207
Aug
from R 2,556
Sep
from R 2,493
Oct
from R 2,641
Nov
from R 3,976
Dec
from R 3,976
Jan
from R 4,182
Feb
Find prices
Mar
from R 4,537
Apr
from R 5,112

Direct flights from Vancouver International to Chicago

Alternative Vancouver International to Chicago routes

Looking for the cheapest, fastest or easiest route from Vancouver International to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
Closest
from R 2,856
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from R 2,493
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
from R 3,195
Search flights

Vancouver to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 2,493
Cheapest month to flySeptember
Average flight time4 hrs, 16 mins
Most popular airlineUnited
Average flights per week61

Finding cheap flights from Vancouver International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Vancouver International to Chicago is R 4,127. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 16 minutes is the average flight time from Vancouver International to Chicago.
United, Air Canada and American Airlines fly direct from Vancouver International to Chicago.
As of May 2026, there are 61 flights per week flying from Vancouver International to Chicago.
The cheapest month to fly from Vancouver International to Chicago is usually May.
If you're flying from Vancouver International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 4,127.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Vancouver International Airport to Chicago on Sunday, 24 May 2026.
Yes – the average flight time is 4 hours and 16 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, WestJet and Air Canada offer the cheapest flight tickets to Chicago.

Travelling from Vancouver International Airport (YVR) to Chicago: what you need to know

  • Around 4 hours 40 minutes is how long you can expect to be travelling on a direct flight from Vancouver International Airport to Chicago.

  • The timezone in Chicago is UTC-6. The city is two hours ahead of Vancouver, where Vancouver International Airport is located.

  • Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) is the most popular route, with 23 flights a week to pick from. If you prefer a later start to the day, the last flight from YVR to ORD is with American Airlines at 23:59. Opt for the first departure with United Airlines at 06:15 if you want to fly out earlier.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to board your YVR to Chicago flight.

  • Travelling during a peak month like July? Public holidays and other high seasons can mean longer queues and delays at check-in and security. Play things extra safe and arrive up to four hours before international flights and two hours before domestic departures.

  • Direct Vancouver International Airport to Chicago tickets are available for booking. Chicago O'Hare International Airport (ORD) will be where your journey ends.

  • There's a good selection of carriers that operate direct flights from Vancouver International Airport to Chicago, including:

  • The journey from central Vancouver to YVR takes about 25 minutes on public transport. If you drive, ride-share or take a taxi, you'll cover the 11 kilometres in 25 minutes or so, depending on traffic.

  • Want a leisurely start to your holiday? Stay near YVR. Whether you're boarding an early flight from Vancouver International Airport to Chicago or just don't want to be rushed, these hotels are a convenient choice:

  • Of the departures from Vancouver International Airport, 78% land on time at their destination.

How to find the cheapest flights from Vancouver International Airport (YVR) to Chicago

  • The best price we've seen for a one-way Vancouver International Airport to Chicago flight is R 2,497. The cheapest price for a return flight is R 4,127. Bear in mind fares can change due to demand at the time of booking.

  • Book one month before your departure date. Research on pricing trends suggests this is the ideal window for finding cheap flights from YVR to Chicago.

  • Organise your trip for June. That's the best month for scoring an awesome deal on Vancouver International Airport to Chicago tickets. If you have flexibility with your dates, use the 'Whole month' tool to access the lowest price across every month.

  • Spend less time searching for cheap flights from YVR to Chicago by creating a Price Alert. You'll get an email or notification on the app when fares go down.

  • Select your ideal departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Vancouver International Airport to Chicago by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It takes around 30 minutes to get to the centre driving.

  • It typically takes 45 minutes if you're travelling on public transport.

  • Consider staying in a hotel near ORD if you're coming in on a late flight from Vancouver International Airport to Chicago. Check in to one of these options and avoid the hassle of a long transfer:

  • To get the best deal, reserve your ride from Chicago O'Hare International Airport about four weeks ahead of your flight from YVR to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Vancouver International Airport to Chicago has landed, you can reach the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • You can expect the trip to take about 30 minutes on public transport.

  • Hang up the 'Do not disturb' sign and relax at a hotel near MDW. Here are a few options where you can kick back after your YVR to Chicago flight:

  • Avoid paying more than you need to. Reserving your ride four weeks ahead of your arrival at MDW will save you money.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Vancouver International Airport to Chicago and head for your hotel or start taking in the sights right away. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 40 minutes to reach by car.

  • The journey will take you about 2 hours on public transport.

  • Enjoy an unhurried start to your trip by staying at a hotel near RFD after your YVR to Chicago flight. Unwind after a day of travel or simply give yourself time to get your footing in a new city at:

  • Booking a couple of weeks ahead of your flight from Vancouver International Airport to Chicago is always a good idea. Along with better prices, you'll have a wider selection of vehicle makes and models at RFD.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Vancouver International Airport to Chicago, while July is the busiest. Choose the ideal time to visit Chicago based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your Vancouver International Airport to Chicago plane ticket then if that's the weather you find most pleasant.

  • Search for cheap tickets from YVR to Chicago in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many cities in the United States waiting to be explored once you've taken in the sights of Chicago. Around 451 kilometres away to the southeast, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you're looking to explore another well-known destination in the United States, head for Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key reasons to visit.

Plan the rest of your trip from Vancouver to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.