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

Return flight: Chicago – Vancouver

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).
Direct flights
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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 Arrival Flight Details Flight Duration Price
08:40 — 14:49
08:40 — 14:49 UA8179 United Airlines
Vancouver — Chicago
4h 9m
Find flight
from$184
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
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from$186
13:45 — 20:01
13:45 — 20:01 UA1868 United Airlines
Vancouver — Chicago
4h 16m
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from$301
13:45 — 20:01
13:45 — 20:01 AC4876 Air Canada
Vancouver — Chicago
4h 16m
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from$310
23:35 — 05:38
+1 day
23:35 — 05:38 UA1279 United Airlines
Vancouver — Chicago
4h 3m
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from$186
23:35 — 05:38
+1 day
23:35 — 05:38 AC5083 Air Canada
Vancouver — Chicago
4h 3m
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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
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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
11:00 — 22:34
11:00 — 14:55 UA2470 United Airlines
Vancouver — Denver
4h 5m stop
19:07 — 22:41 UA2258 United Airlines
Denver — Chicago
9h 34m
including layover
Find flight
from$194
12:00 — 06:20
+1 day
12:00 — 15:02 UA348 United Airlines
Vancouver — Los Angeles
9h 6m stop
00:08 — 06:20 UA1413 United Airlines
Los Angeles — Chicago
16h 20m
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$194
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
15:30 — 23:59
15:30 — 19:23 UA8563 United Airlines
Vancouver — Denver
1h 5m stop
20:50 — 00:25 UA377 United Airlines
Denver — Chicago
6h 29m
including layover
Find flight
from$183
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 — 06:00
+1 day
19:20 — 21:45 UA1083 United Airlines
Vancouver — San Francisco
1h 55m stop
23:48 — 06:08 UA2046 United Airlines
San Francisco — Chicago
8h 40m
including layover
Find flight
from$183
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 and arrival times - local. Updated on August 2, 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
    Find
  • UA - United Airlines
    from $184
    Find
See more direct flights

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
    Find
  • 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
    Find
  • UA - United Airlines
    from $181
    Find
  • AM - Aeromexico
    from $447
    Find
  • LX - SWISS International Air Lines
    from $1893
    Find
  • TS - Air Transat
    from $298
    Find
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
    Find
  • Vancouver Rail Stn.-XEA
    Find

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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How to book a plane ticket yourself?

How to book an air 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.

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