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Cheap flights from British Columbia to Chicago from C$ 270

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from British Columbia to Chicago departing on 25/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from British Columbia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:45 a.m. - 9:10 p.m.
YYC
-
MDW
13h 25m
2 stops
Delta Logo
10:35 a.m. - 12:13 a.m.
MDW
-
YYC
13h 38m
2 stops
C$ 375Delta
Mon, 23 Nov - Thu, 26 Nov
Delta Logo
7:45 a.m. - 3:50 p.m.
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 p.m. - 12:13 a.m.
MDW
-
YYC
11h 43m
2 stops
C$ 418Delta
Wed, 11 Nov - Wed, 25 Nov
Delta Logo
7:45 a.m. - 3:50 p.m.
YYC
-
MDW
8h 05m
1 stop
Delta Logo
9:55 a.m. - 12:13 a.m.
MDW
-
YYC
14h 18m
2 stops
C$ 437Delta
Wed, 11 Nov - Tue, 24 Nov
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
12:28 p.m. - 10:36 p.m.
MDW
-
YVR
12h 08m
2 stops
C$ 458Delta
Mon, 5 Oct - Wed, 7 Oct
Delta Logo
7:45 a.m. - 3:50 p.m.
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 p.m. - 9:54 p.m.
MDW
-
YYC
9h 24m
1 stop
C$ 462Delta
Wed, 11 Nov - Tue, 24 Nov
WestJet Logo
6:05 a.m. - 6:24 p.m.
YVR
-
MDW
10h 19m
1 stop
WestJet Logo
2:05 p.m. - 8:31 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 481WestJet
Tue, 15 Sep - Tue, 22 Sep
WestJet Logo
6:05 a.m. - 4:44 p.m.
YVR
-
MDW
8h 39m
1 stop
WestJet Logo
12:33 p.m. - 8:38 p.m.
MDW
-
YVR
10h 05m
1 stop
C$ 629WestJet
Wed, 14 Oct - Tue, 20 Oct
Porter Airlines Logo
12:50 p.m. - 2:35 p.m.
YLW
-
MDW
23h 45m
2 stops
Porter Airlines Logo
3:20 p.m. - 11:55 a.m.
MDW
-
YLW
22h 35m
2 stops
C$ 1,084Porter Airlines
Fri, 25 Sep - Mon, 28 Sep
Porter Airlines Logo
11:55 a.m. - 11:00 a.m.
YYJ
-
MDW
21h 05m
2 stops
Porter Airlines Logo
3:20 p.m. - 10:58 a.m.
MDW
-
YYJ
21h 38m
2 stops
C$ 1,151Porter Airlines
Mon, 14 Sep - Fri, 18 Sep
Multiple Airlines Logo
7:50 a.m. - 2:35 p.m.
YLW
-
MDW
28h 45m
3 stops
Multiple Airlines Logo
9:29 a.m. - 8:05 p.m.
MDW
-
YLW
12h 36m
3 stops
C$ 1,204Multiple Airlines
Sat, 26 Sep - Mon, 28 Sep

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Delta flights from British Columbia to Chicago Midway Airport

Our best Delta deals on British Columbia to Chicago Midway Airport flight tickets
Delta
23 Nov
YYC7:45 a.m.Calgary
13h 25m
2 stops
MDW9:10 p.m.Chicago Midway
26 Nov
MDW10:35 a.m.Chicago Midway
13h 38m
2 stops
YYC12:13 a.m.Calgary
C$ 375
Delta
11 Nov
YYC7:45 a.m.Calgary
8h 05m
1 stop
MDW3:50 p.m.Chicago Midway
25 Nov
MDW12:30 p.m.Chicago Midway
11h 43m
2 stops
YYC12:13 a.m.Calgary
C$ 418
Delta
11 Nov
YYC7:45 a.m.Calgary
8h 05m
1 stop
MDW3:50 p.m.Chicago Midway
24 Nov
MDW9:55 a.m.Chicago Midway
14h 18m
2 stops
YYC12:13 a.m.Calgary
C$ 437

WestJet flights from British Columbia to Chicago Midway Airport

Our best WestJet deals on British Columbia to Chicago Midway Airport flight tickets
WestJet
15 Sep
YVR6:05 a.m.Vancouver Intl
10h 19m
1 stop
MDW6:24 p.m.Chicago Midway
22 Sep
MDW2:05 p.m.Chicago Midway
8h 26m
1 stop
YVR8:31 p.m.Vancouver Intl
C$ 481
WestJet
14 Oct
YVR6:05 a.m.Vancouver Intl
8h 39m
1 stop
MDW4:44 p.m.Chicago Midway
20 Oct
MDW12:33 p.m.Chicago Midway
10h 05m
1 stop
YVR8:38 p.m.Vancouver Intl
C$ 629
WestJet
22 Oct
YVR6:05 a.m.Vancouver Intl
8h 39m
1 stop
MDW4:44 p.m.Chicago Midway
26 Oct
MDW12:33 p.m.Chicago Midway
10h 05m
1 stop
YVR8:38 p.m.Vancouver Intl
C$ 647

momondo Fare Finder

 
Customize your flight search to find flights from British Columbia to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 21 July 2026.
Use the filters below to find and compare flights from British Columbia to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 23/11

7:45 a.m.-9:10 p.m.

2 stops13h 25m

Chicago Midway

Thu 26/11

10:35 a.m.-12:13 a.m.

2 stops13h 38m

C$ 375

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 11/11

7:45 a.m.-3:50 p.m.

1 stop8h 05m

Chicago Midway

Wed 25/11

12:30 p.m.-12:13 a.m.

2 stops11h 43m

C$ 418

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 11/11

7:45 a.m.-3:50 p.m.

1 stop8h 05m

Chicago Midway

Tue 24/11

9:55 a.m.-12:13 a.m.

2 stops14h 18m

C$ 437

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 5/10

6:00 a.m.-6:19 p.m.

1 stop10h 19m

Chicago Midway

Wed 7/10

12:28 p.m.-10:36 p.m.

2 stops12h 08m

C$ 458
Quickest round-trip

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 11/11

7:45 a.m.-3:50 p.m.

1 stop8h 05m

Chicago Midway

Tue 24/11

12:30 p.m.-9:54 p.m.

1 stop9h 24m

C$ 462

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Tue 15/9

6:05 a.m.-6:24 p.m.

1 stop10h 19m

Chicago Midway

Tue 22/9

2:05 p.m.-8:31 p.m.

1 stop8h 26m

C$ 481

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 14/10

6:05 a.m.-4:44 p.m.

1 stop8h 39m

Chicago Midway

Tue 20/10

12:33 p.m.-8:38 p.m.

1 stop10h 05m

C$ 629

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Fri 25/9

12:50 p.m.-2:35 p.m.

2 stops23h 45m

Chicago Midway

Mon 28/9

3:20 p.m.-11:55 a.m.

2 stops22h 35m

C$ 1,084

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 14/9

11:55 a.m.-11:00 a.m.

2 stops21h 05m

Chicago Midway

Fri 18/9

3:20 p.m.-10:58 a.m.

2 stops21h 38m

C$ 1,151

KelownaChicago

YLW - MDW

YLWMDW

Kelowna

Sat 26/9

7:50 a.m.-2:35 p.m.

3 stops28h 45m

Chicago Midway

Mon 28/9

9:29 a.m.-8:05 p.m.

3 stops12h 36m

C$ 1,204

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from British Columbia to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from British Columbia to Chicago Midway?

Delta and WestJet are the most popular carriers operating from British Columbia to Chicago Midway

Cheap British Columbia to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from British Columbia to Chicago Midway Airport

Fastest flight time

8h 05m

Direct flights

None
The fastest flight from British Columbia to Chicago Midway Airport takes 8h 05m
There are no direct flights from British Columbia to Chicago Midway Airport. There are no popular flight routes from British Columbia to Chicago Midway Airport.
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Frequently asked questions about flying from British Columbia to Chicago Midway Airport

  • When did momondo last update prices for flights from British Columbia to Chicago Midway Airport?

    Prices for flights from British Columbia to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from British Columbia to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from British Columbia to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Munster
Valparaiso
Portage

Why use momondo?

Why should I use momondo to find a flight deal from British Columbia to Chicago?

It is quick and easy to find British Columbia to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from British Columbia to Chicago with flexible booking policies on momondo?

Flights from British Columbia to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from British Columbia to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from British Columbia to Chicago.

I’m not ready to book a flight from British Columbia to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from British Columbia are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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