Cheap Flights from Vancouver, BC to Chicago, IL from $123

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On Cheapflightsplus.com you will find 3 direct and 261 connecting flights from Vancouver to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $123, book and save on cheap plane tickets and last minute offers. Also check out YVR-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Vancouver to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $123 (one-way), $211 (round-trip).

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Best Flights from Vancouver to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Vancouver to Chicago with the lowest price of $123. The fastest direct flight takes 4h 12m and the fastest connecting – 6h 19m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $420 Find flight	10:30 Vancouver Vancouver	16:42 Chicago O'Hare International	4h 12m	United Airlines	UA1911
from $768 Find flight	13:45 Vancouver Vancouver	20:04 Chicago O'Hare International	4h 19m	United Airlines	UA1868
from $940 Find flight	08:45 Vancouver Vancouver	15:00 Chicago O'Hare International	4h 15m	United Airlines	UA8179
from $123 Find flight	14:20 Vancouver Vancouver	23:59 Chicago O'Hare International	7h 39m layover 2h 15m - Denver	United Airlines	UA2085 UA377
from $151 Find flight	18:30 Vancouver Vancouver	05:00+1 день Chicago O'Hare International	8h 30m layover 1h 22m - Los Angeles	United Airlines	UA8082 UA342
from $133 Find flight	12:00 Vancouver Vancouver	23:59 Chicago O'Hare International	9h 59m layover 1h 15m - Los Angeles 0h 48m - Denver	United Airlines	UA348 UA2146 UA377
from $161 Find flight	08:10 Vancouver Vancouver	23:59 Chicago O'Hare International	13h 49m layover 4h 6m - San Francisco 2h 14m - Denver	United Airlines	UA8153 UA1816 UA377

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 12, 2025

Flight Schedule Vancouver (British Columbia) to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Vancouver to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
07:00 — 21:24	07:00 — 09:26 UA1449 United Airlines Vancouver — San Francisco 5h 34m stop 15:00 — 21:24 UA1225 United Airlines San Francisco — Chicago	12h 24m including layover	Find flight from$123
07:00 — 23:12	07:00 — 09:25 UA1449 United Airlines Vancouver — San Francisco 7h 29m stop 16:50 — 23:13 UA1482 United Airlines San Francisco — Chicago	14h 12m including layover	Find flight from$123
07:00 — 23:59	07:00 — 09:26 UA1449 United Airlines Vancouver — San Francisco 5h 8m stop 14:34 — 18:14 UA1816 United Airlines San Francisco — Denver 2h 14m stop 20:28 — 23:59 UA377 United Airlines Denver — Chicago	14h 59m including layover	Find flight from$133
08:45 — 15:00	08:45 — 15:00 UA8179 United Airlines Vancouver — Chicago	4h 15m	Find flight from$940
10:30 — 16:42	10:30 — 16:42 UA1911 United Airlines Vancouver — Chicago	4h 12m	Find flight from$420
12:00 — 23:15	12:00 — 14:58 UA348 United Airlines Vancouver — Los Angeles 2h 2m stop 17:00 — 23:15 UA212 United Airlines Los Angeles — Chicago	9h 15m including layover	Find flight from$123
12:00 — 05:00 +1 day	12:00 — 14:58 UA348 United Airlines Vancouver — Los Angeles 7h 52m stop 22:50 — 05:00 UA342 United Airlines Los Angeles — Chicago	15h including layover	Find flight from$123
12:00 — 23:59	12:00 — 15:02 UA348 United Airlines Vancouver — Los Angeles 1h 15m stop 16:13 — 19:40 UA2146 United Airlines Los Angeles — Denver 48m stop 20:55 — 00:30 UA377 United Airlines Denver — Chicago	9h 59m including layover	Find flight from$133
13:45 — 20:04	13:45 — 20:04 UA1868 United Airlines Vancouver — Chicago	4h 19m	Find flight from$768
14:20 — 23:59	14:20 — 18:20 UA2085 United Airlines Vancouver — Denver 2h 15m stop 20:50 — 00:25 UA377 United Airlines Denver — Chicago	7h 39m including layover	Find flight from$123
14:20 — 09:41 +1 day	14:20 — 18:18 UA2085 United Airlines Vancouver — Denver 11h 47m stop 06:00 — 09:41 UA1377 United Airlines Denver — Chicago	17h 21m including layover	Find flight from$123
15:00 — 05:00 +1 day	15:00 — 17:58 UA387 United Airlines Vancouver — Los Angeles 4h 52m stop 22:50 — 05:00 UA342 United Airlines Los Angeles — Chicago	12h including layover	Find flight from$123
15:15 — 09:41 +1 day	15:15 — 17:38 UA1230 United Airlines Vancouver — San Francisco 1h 4m stop 18:42 — 22:18 UA1745 United Airlines San Francisco — Denver 7h 42m stop 06:00 — 09:41 UA1377 United Airlines Denver — Chicago	16h 26m including layover	Find flight from$138
15:15 — 09:41 +1 day	15:15 — 17:38 UA1230 United Airlines Vancouver — San Francisco 3h 14m stop 20:52 — 00:28 UA1871 United Airlines San Francisco — Denver 5h 32m stop 06:00 — 09:41 UA1377 United Airlines Denver — Chicago	16h 26m including layover	Find flight from$138
17:30 — 09:41 +1 day	17:30 — 21:28 UA1105 United Airlines Vancouver — Denver 8h 37m stop 06:00 — 09:41 UA1377 United Airlines Denver — Chicago	14h 11m including layover	Find flight from$123

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 12, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Vancouver to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Vancouver and Chicago is 2856 miles. Time difference between the cities is 2h. Airplanes depart 00:10 to 23:25 from 4 Vancouver airports and arrive 00:10 to 23:25 to 7 Chicago airports. Average flight time is 4h 15m.

The fastest flight 4h 12m
Average flight time 4h 15m
The earliest flight 00:10
The latest flight 23:25
Distance 1775 ml

Popular Airlines on the Route

The flight Vancouver — Chicago is served by 9 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Freedom Airlines - 30 departures per week at the price of from $ 199 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 1179.

Direct flights

There are 3 nonstop flights on the route. The fastest direct flight is UA1911 by United Airlines takes 4h 12m.

UA - United Airlines

from $420

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Connecting Flights

There are 261 flights with layovers on the route. The fastest connecting flight is AS926 by Alaska Airlines takes 6h 19m.

AC - Air Canada

from $162

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F8 - Freedom Airlines

from $199

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AS - Alaska Airlines

from $239

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PD - Porter Airlines

from $208

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8P - Pacific Coastal Airlines

from $443

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X1 - Computer Reservations System

from $399

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UA - United Airlines

from $123

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WS - WestJet

from $158

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TS - Air Transat

from $395

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Airports

You can fly from Vancouver to Chicago from 4 airports (Boundary Bay, Coal Harbour, Vancouver, Vancouver Rail Stn.).

Vancouver airports

Boundary Bay-YDT

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Coal Harbour-CXH

from $399
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Vancouver-YVR

from $123
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Vancouver Rail Stn.-XEA

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Vancouver by 9 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Vancouver

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Vancouver — Las Vegas

from $66

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Vancouver — Los Angeles

from $55

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Vancouver — New York

from $65

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Vancouver — Seattle

from $62

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Vancouver — San Francisco

from $61

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Vancouver — San Diego

from $58

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Vancouver — Chicago

from $63

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Vancouver — Phoenix

from $53

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Vancouver — Miami

from $63

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Vancouver — Honolulu

from $77

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.