Cheap Flights from Vancouver, BC to Chicago, IL from $157

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On Cheapflightsplus.com you will find 7 direct and 859 connecting flights from Vancouver to Chicago. You can compare airfare deals from 12 airlines and multiple travel sites from $157, 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: $157 (one-way), $269 (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 $157. The fastest direct flight takes 4h 3m and the fastest connecting – 6h 13m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $184 Find flight	23:35 Vancouver Vancouver	05:38+1 день Chicago O'Hare International	4h 3m	United Airlines	UA1279
from $201 Find flight	23:35 Vancouver Vancouver	05:38+1 день Chicago O'Hare International	4h 3m	Air Canada	AC5083
from $301 Find flight	13:45 Vancouver Vancouver	20:01 Chicago O'Hare International	4h 16m	United Airlines	UA1868
from $310 Find flight	13:45 Vancouver Vancouver	20:01 Chicago O'Hare International	4h 16m	Air Canada	AC4876
from $352 Find flight	08:40 Vancouver Vancouver	14:49 Chicago O'Hare International	4h 9m	Air Canada	AC1048
from $157 Find flight	07:45 Vancouver Vancouver	23:31 Chicago O'Hare International	13h 46m layover 6h 39m - Los Angeles	Freedom Airlines	F81888 NK3010
from $169 Find flight	23:00 Vancouver Vancouver	22:28+1 день Chicago O'Hare International	21h 28m layover 14h 26m - Atlanta	WestJet	WS1598 NK1200
from $179 Find flight	12:55 Vancouver Vancouver	08:19+1 день Chicago Midway	17h 24m layover 10h 55m - Toronto	Freedom Airlines	F8608 PD2387
from $181 Find flight	15:15 Vancouver Vancouver	05:18+1 день Chicago O'Hare International	12h 3m layover 5h 15m - San Francisco	United Airlines	UA1230 UA2097
from $181 Find flight	19:20 Vancouver Vancouver	11:27+1 день Chicago O'Hare International	14h 7m layover 7h 15m - San Francisco	United Airlines	UA1083 UA1448
from $167 Find flight	06:00 Vancouver Vancouver	15:33+1 день Chicago O'Hare International	31h 33m layover 1h 58m - Edmonton 21h 57m - Nashville	WestJet	WS160 WS1420 NK2028
from $167 Find flight	07:00 Vancouver Vancouver	16:48+1 день Chicago O'Hare International	31h 48m layover 1h 34m - Calgary 22h 58m - Nashville	WestJet	WS102 WS1426 NK2028
from $168 Find flight	20:30 Vancouver Vancouver	22:28+1 день Chicago O'Hare International	23h 58m layover 1h 30m - Calgary 14h 29m - Atlanta	WestJet	WS128 WS1992 NK1200
from $177 Find flight	19:30 Vancouver Vancouver	22:28+1 день Chicago O'Hare International	24h 58m layover 2h 30m - Calgary 14h 29m - Atlanta	WestJet	WS126 WS1992 NK1200
from $177 Find flight	18:30 Vancouver Vancouver	22:28+1 день Chicago O'Hare International	25h 58m layover 3h 30m - Calgary 14h 29m - Atlanta	WestJet	WS124 WS1992 NK1200
from $193 Find flight	19:15 Vancouver Vancouver	17:05+1 день Chicago O'Hare International	19h 50m layover 8h 56m - Winnipeg 3h 10m - Nashville	WestJet	WS360 WS1440 F93080

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on August 23, 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
08:40 — 14:49	08:40 — 14:49 UA8179 United Airlines Vancouver — Chicago	4h 9m	Find flight from$186
08:40 — 14:49	08:40 — 14:49 AC1048 Air Canada Vancouver — Chicago	4h 9m	Find flight from$352
10:30 — 16:42	10:30 — 16:42 UA1911 United Airlines Vancouver — Chicago	4h 12m	Find flight from$186
13:45 — 20:01	13:45 — 20:01 UA1868 United Airlines Vancouver — Chicago	4h 16m	Find flight from$301
13:45 — 20:01	13:45 — 20:01 AC4876 Air Canada Vancouver — Chicago	4h 16m	Find flight from$310
23:35 — 05:38 +1 day	23:35 — 05:38 UA1279 United Airlines Vancouver — Chicago	4h 3m	Find flight from$184
23:35 — 05:38 +1 day	23:35 — 05:38 AC5083 Air Canada Vancouver — Chicago	4h 3m	Find flight from$201
07:45 — 23:31	07:45 — 10:45 F81888 Freedom Airlines Vancouver — Los Angeles 6h 39m stop 17:24 — 23:31 NK3010 Spirit Airlines Los Angeles — Chicago	13h 46m including layover	Find flight from$157
07:45 — 06:42 +1 day	07:45 — 10:45 F81888 Freedom Airlines Vancouver — Los Angeles 13h 56m stop 00:41 — 06:42 NK2549 Spirit Airlines Los Angeles — Chicago	20h 57m including layover	Find flight from$157
08:15 — 18:53	08:10 — 11:19 UA8440 United Airlines Vancouver — Los Angeles 1h 17m stop 12:37 — 18:55 UA1069 United Airlines Los Angeles — Chicago	8h 38m including layover	Find flight from$182
08:15 — 19:33	08:15 — 11:18 UA8440 United Airlines Vancouver — Los Angeles 2h stop 13:18 — 19:33 UA1244 United Airlines Los Angeles — Chicago	9h 18m including layover	Find flight from$182
09:47 — 19:58	09:47 — 12:11 UA520 United Airlines Vancouver — San Francisco 1h 29m stop 13:40 — 19:58 UA1470 United Airlines San Francisco — Chicago	8h 11m including layover	Find flight from$183
09:47 — 21:19	09:47 — 12:11 UA520 United Airlines Vancouver — San Francisco 2h 44m stop 14:55 — 21:19 UA1225 United Airlines San Francisco — Chicago	9h 32m including layover	Find flight from$183
11:00 — 23:59	11:00 — 14:55 UA2470 United Airlines Vancouver — Denver 5h 35m stop 20:55 — 00:30 UA377 United Airlines Denver — Chicago	10h 59m including layover	Find flight from$183
12:00 — 04:51 +1 day	12:00 — 15:02 UA348 United Airlines Vancouver — Los Angeles 7h 38m stop 22:40 — 04:51 UA2276 United Airlines Los Angeles — Chicago	14h 51m including layover	Find flight from$181
12:55 — 08:19 +1 day	12:55 — 20:35 F8608 Freedom Airlines Vancouver — Toronto 10h 55m stop 07:55 — 08:45 PD2387 Porter Airlines Toronto — Chicago	17h 24m including layover	Find flight from$179
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$183
14:20 — 22:34	14:20 — 18:18 UA2085 United Airlines Vancouver — Denver 42m stop 19:07 — 22:41 UA2258 United Airlines Denver — Chicago	6h 14m including layover	Find flight from$190
15:15 — 05:18 +1 day	15:15 — 17:40 UA1230 United Airlines Vancouver — San Francisco 5h 15m stop 22:55 — 05:18 UA2097 United Airlines San Francisco — Chicago	12h 3m including layover	Find flight from$181
15:15 — 05:39 +1 day	15:15 — 17:40 UA1230 United Airlines Vancouver — San Francisco 5h 45m stop 23:25 — 05:39 UA567 United Airlines San Francisco — Chicago	12h 24m including layover	Find flight from$181
17:15 — 12:37 +1 day	17:15 — 19:40 UA2064 United Airlines Vancouver — San Francisco 10h 30m stop 06:10 — 12:37 UA587 United Airlines San Francisco — Chicago	17h 22m including layover	Find flight from$181
17:40 — 12:39 +1 day	17:40 — 20:15 F8832 Freedom Airlines Vancouver — Edmonton 11h 50m stop 08:05 — 12:39 WS1148 WestJet Edmonton — Chicago	16h 59m including layover	Find flight from$189
18:30 — 05:01 +1 day	18:30 — 21:28 UA8082 United Airlines Vancouver — Los Angeles 1h 22m stop 22:50 — 05:01 UA301 United Airlines Los Angeles — Chicago	8h 31m including layover	Find flight from$182
19:20 — 11:27 +1 day	19:20 — 21:45 UA1083 United Airlines Vancouver — San Francisco 7h 15m stop 05:05 — 11:32 UA1448 United Airlines San Francisco — Chicago	14h 7m including layover	Find flight from$181
20:45 — 12:18 +1 day	20:45 — 23:48 UA8475 United Airlines Vancouver — Los Angeles 6h 17m stop 06:00 — 12:19 UA1082 United Airlines Los Angeles — Chicago	13h 33m including layover	Find flight from$183
23:00 — 22:28 +1 day	23:00 — 06:55 WS1598 WestJet Vancouver — Atlanta 14h 26m stop 21:19 — 22:28 NK1200 Spirit Airlines Atlanta — Chicago	21h 28m including layover	Find flight from$169
06:00 — 15:33 +1 day	06:00 — 08:37 WS160 WestJet Vancouver — Edmonton 1h 58m stop 10:35 — 15:33 WS1420 WestJet Edmonton — Nashville 21h 57m stop 13:30 — 15:33 NK2028 Spirit Airlines Nashville — Chicago	31h 33m including layover	Find flight from$167
06:00 — 14:48 +1 day	06:00 — 08:37 WS160 WestJet Vancouver — Edmonton 1h 58m stop 10:35 — 15:33 WS1420 WestJet Edmonton — Nashville 21h 26m stop 12:59 — 14:48 F93080 Frontier Airlines Nashville — Chicago	30h 48m including layover	Find flight from$177
18:30 — 22:28 +1 day	18:30 — 21:00 WS124 WestJet Vancouver — Calgary 3h 30m stop 00:30 — 06:50 WS1992 WestJet Calgary — Atlanta 14h 29m stop 21:19 — 22:28 NK1200 Spirit Airlines Atlanta — Chicago	25h 58m including layover	Find flight from$177
19:30 — 22:28 +1 day	19:30 — 22:00 WS126 WestJet Vancouver — Calgary 2h 30m stop 00:30 — 06:50 WS1992 WestJet Calgary — Atlanta 14h 29m stop 21:19 — 22:28 NK1200 Spirit Airlines Atlanta — Chicago	24h 58m including layover	Find flight from$177
20:30 — 22:28 +1 day	20:30 — 23:00 WS128 WestJet Vancouver — Calgary 1h 30m stop 00:30 — 06:50 WS1992 WestJet Calgary — Atlanta 14h 29m stop 21:19 — 22:28 NK1200 Spirit Airlines Atlanta — Chicago	23h 58m including layover	Find flight from$168

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

*Departure and arrival times - local. Updated on August 23, 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 23:58 from 4 Vancouver airports and arrive 00:10 to 23:58 to 7 Chicago airports. Average flight time is 4h 9m.

The fastest flight 4h 3m
Average flight time 4h 9m
The earliest flight 00:10
The latest flight 23:58
Distance 1775 ml

The cheapest months to travel to Chicago are october (from 157 $), may (from 157 $), july (from 158 $).

The most expensive months are november (from 340 $), december (from 307 $), august (from 167 $).

What is the lowest airfare Vancouver to Chicago?

The cheapest plane ticket found by our users is $157. This airfare is for economy class on one-way F81888 flight by Freedom Airlines for October 7, 2025 which leaves Vancouver in Vancouver at 07:45 am and arrives at Chicago O'Hare International at 23:31.

Economy class

$157

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Business class

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First class

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Popular Airlines on the Route

The flight Vancouver — Chicago is served by 12 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Freedom Airlines - 121 departures per week at the price of from $ 157 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 1893.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is UA1279 by United Airlines takes 4h 3m and the cheapest is F81888 by Freedom Airlines for $184.

AC - Air Canada

from $201

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UA - United Airlines

from $184

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Connecting Flights

There are 859 flights with layovers on the route. The fastest connecting flight is AS3486 by Alaska Airlines takes 6h 13m and the cheapest is F81888 by Freedom Airlines for $157.

F8 - Freedom Airlines

from $157

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AC - Air Canada

from $204

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AS - Alaska Airlines

from $206

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PD - Porter Airlines

from $205

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SY - Sun Country Airlines

from $221

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8P - Pacific Coastal Airlines

from $280

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4N - Air North

from $226

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WS - WestJet

from $167

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UA - United Airlines

from $181

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AM - Aeromexico

from $447

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LX - SWISS International Air Lines

from $1893

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TS - Air Transat

from $298

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See more connecting flights

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

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Vancouver-YVR

from $157
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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 12 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.