Cheap flights from Vancouver to Chicago

Flights overview

Useful information for finding cheap flights from Vancouver to Chicago and booking your next trip
Cheapest round-trip flights $271
WestJet 1 stop 8 hr Thu, May 21 — Thu, May 28
The cheapest round-trip flight from Vancouver to Chicago is currently $271
Cheapest one-way flight $155
WestJet 1 stop 9 hr Wed, May 20
The cheapest one-way flight from Vancouver to Chicago is currently $155
Cheapest nonstop flights $408
United Nonstop 5 hr Thu, Apr 9 — Wed, Apr 15
The cheapest nonstop round-trip flight from Vancouver to Chicago is currently $408
Last-minute weekend getaway $572
Air Canada Nonstop 5 hr Thu, Mar 12 — Mon, Mar 16
The cheapest last-minute weekend getaway from Vancouver to Chicago is currently $572
Cheapest business class flights $823
Delta 1 stop 11 hr Sat, Apr 18 — Sat, Apr 25
The cheapest business class round-trip flight from Vancouver to Chicago is currently $823
Fastest flight 4 hr 5 min The fastest nonstop flight from Vancouver to Chicago takes 4 hr 5 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Vancouver to Chicago is typically September. The most expensive month to fly is typically March.
September
Cheapest
Typical prices: $180–350
March
Most expensive
Typical prices: $350–520

Popular airlines from Vancouver to Chicago

  • United
    Nonstop
    from $408
    Typical price: $310–550
    7 weekly nonstop flights
    YVR - ORD Every day
    139 weekly connecting flights
    YVR - ORD Every day
  • Air Canada
    Nonstop
    from $408
    Typical price: $310–590
    7 weekly nonstop flights
    YVR - ORD Every day
    79 weekly connecting flights
    YVR - ORD Every day
  • Delta
    from $335
    Typical price: $320–690
    266 weekly connecting flights
    YVR - MDW, ORD Every day
  • American
    from $408
    Typical price: $325–720
    40 weekly connecting flights
    YVR - ORD Every day
  • Alaska
    from $386
    Typical price: $355–690
    30 weekly connecting flights
    YVR - ORD Every day
  • JetBlue
    from $947
    Typical price: $540–1,050
    14 weekly connecting flights
    YVR - ORD Every day

Popular airports near Vancouver

  • Vancouver International Airport (YVR)
    Vancouver Canada 27 min 6 mi
  • Seattle-Tacoma International Airport (SEA)
    Seattle United States 2 hr 49 min 132 mi
  • Abbotsford International Airport (YXX)
    Abbotsford Canada 58 min 39 mi
  • Vancouver Harbour Flight Centre (CXH)
    Vancouver Canada 9 min 1 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 59 min 165 mi

Frequently asked questions about flying from Vancouver to Chicago

The cheapest flights from Vancouver to Chicago are usually in September. Typical ticket prices in September range from $180 to $350.
The cheapest round-trip flight from Vancouver to Chicago recently found on Google Flights was with WestJet from $271. The cheapest one-way flight was with WestJet from $155.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Vancouver to Chicago is $408, flying from Apr 16 to Apr 22.
  • The cheapest Air Canada flight from Vancouver to Chicago is $408, flying from Apr 16 to Apr 22.
  • The cheapest Delta flight from Vancouver to Chicago is $335, flying from Apr 18 to Apr 25.
  • The cheapest American flight from Vancouver to Chicago is $408, flying from Jun 4 to Jun 10.
  • The cheapest Alaska flight from Vancouver to Chicago is $386, flying from Apr 18 to Apr 27.
  • The cheapest JetBlue flight from Vancouver to Chicago is $947, flying from Mar 9 to Mar 17.
The cheapest round-trip flight from Vancouver to Chicago starts at $271 from Thu, May 21 to Thu, May 28. The cheapest one-way flight starts at $155 and departs on Wed, May 20.
4 hr 5 min is the shortest flight time from Vancouver to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Vancouver to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Vancouver to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Vancouver to Chicago.

In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 139 connecting flights per week. United flies from Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 266 connecting flights per week. Delta flies from Vancouver International Airport (YVR) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Vancouver to Chicago are:
  • Air Canada offers 7 nonstop flights and 79 connecting flights per week. Air Canada flies from Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) .
  • American offers 40 connecting flights per week. American flies from Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) .
  • Alaska offers 30 connecting flights per week. Alaska flies from Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) .
  • JetBlue offers 14 connecting flights per week. JetBlue flies from Vancouver International Airport (YVR) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Vancouver and Chicago.
The cheapest round-trip flight from Vancouver to Chicago recently found on Google Flights was with WestJet from $271. The cheapest one-way flight was with WestJet from $155.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Vancouver to Chicago is $408, flying from Apr 16 to Apr 22.
  • The cheapest Air Canada flight from Vancouver to Chicago is $408, flying from Apr 16 to Apr 22.
  • The cheapest Delta flight from Vancouver to Chicago is $335, flying from Apr 18 to Apr 25.
  • The cheapest American flight from Vancouver to Chicago is $408, flying from Jun 4 to Jun 10.
  • The cheapest Alaska flight from Vancouver to Chicago is $386, flying from Apr 18 to Apr 27.
  • The cheapest JetBlue flight from Vancouver to Chicago is $947, flying from Mar 9 to Mar 17.
Air Canada and United fly direct from Vancouver to Chicago.
  • There are 7 United direct flights from Vancouver to Chicago per week. Flights are available every day.
  • There are 7 Air Canada direct flights from Vancouver to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Vancouver and Chicago at price $572 is offered by Air Canada from Thu, Mar 12 to Mon, Mar 16.
Air Canada and United fly direct from Vancouver to Chicago.
  • There are 7 United direct flights from Vancouver to Chicago per week. Flights are available every day.
  • There are 7 Air Canada direct flights from Vancouver to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Vancouver to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Vancouver and Chicago start at $408 from Thu, Apr 9 to Wed, Apr 15 with United.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Vancouver to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Vancouver and Chicago start at $823 from Sat, Apr 18 to Sat, Apr 25 with Delta.
The cheapest economy class round-trip flights between Vancouver and Chicago start at $271 from Thu, May 21 to Thu, May 28.
To book business class trips from Vancouver to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Vancouver and Chicago starts at $572 from Thu, Mar 12 to Mon, Mar 16 with Air Canada.
The cheapest last-minute deal between Vancouver and Chicago at price $572 is offered by Air Canada from Thu, Mar 12 to Mon, Mar 16.
To find last-minute flight deals from Vancouver to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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