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Cheap flights from British Columbia to Chicago from $157

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 9/5. 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

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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 am - 9:45 pm
YYC
-
MDW
13h 00m
2 stops
Delta Logo
6:00 am - 11:13 pm
MDW
-
YYC
18h 13m
2 stops
$263Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 9:45 pm
YYC
-
MDW
13h 00m
2 stops
Delta Logo
6:00 am - 11:13 pm
MDW
-
YYC
18h 13m
2 stops
$264Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 9:45 pm
YYC
-
MDW
13h 00m
2 stops
Delta Logo
6:00 am - 11:13 pm
MDW
-
YYC
18h 13m
2 stops
$265Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 4:50 pm
YYC
-
MDW
8h 05m
1 stop
Delta Logo
6:00 am - 11:13 pm
MDW
-
YYC
18h 13m
2 stops
$293Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 4:50 pm
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 pm - 11:13 pm
MDW
-
YYC
11h 43m
2 stops
$319Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 9:45 pm
YYC
-
MDW
13h 00m
2 stops
Delta Logo
12:30 pm - 8:54 pm
MDW
-
YYC
9h 24m
1 stop
$320Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 4:50 pm
YYC
-
MDW
8h 05m
1 stop
Delta Logo
6:00 am - 11:13 pm
MDW
-
YYC
18h 13m
2 stops
$326Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
7:45 am - 4:50 pm
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 pm - 8:54 pm
MDW
-
YYC
9h 24m
1 stop
$341Delta
Fri, Oct 30 - Mon, Nov 2
Multiple Airlines Logo
6:30 am - 9:40 am
YYJ
-
MDW
25h 10m
3 stops
Multiple Airlines Logo
10:25 am - 11:40 pm
MDW
-
YYJ
15h 15m
3 stops
$684Multiple Airlines
Mon, Jun 29 - Mon, Jul 6
Multiple Airlines Logo
6:30 am - 9:40 am
YYJ
-
MDW
25h 10m
3 stops
Multiple Airlines Logo
3:20 pm - 9:55 am
MDW
-
YYJ
20h 35m
2 stops
$691Multiple Airlines
Mon, Jun 29 - Mon, Jul 6

Delta flights from British Columbia to Chicago Midway Airport

Our best Delta deals on British Columbia to Chicago Midway Airport flight tickets
Delta
Oct 29
YYC7:45 amCalgary
13h 00m
2 stops
MDW9:45 pmChicago Midway
Nov 2
MDW6:00 amChicago Midway
18h 13m
2 stops
YYC11:13 pmCalgary
$263
Delta
Oct 29
YYC7:45 amCalgary
13h 00m
2 stops
MDW9:45 pmChicago Midway
Nov 2
MDW6:00 amChicago Midway
18h 13m
2 stops
YYC11:13 pmCalgary
$264
Delta
Oct 29
YYC7:45 amCalgary
13h 00m
2 stops
MDW9:45 pmChicago Midway
Nov 2
MDW6:00 amChicago Midway
18h 13m
2 stops
YYC11:13 pmCalgary
$265

Porter Airlines flights from British Columbia to Chicago Midway Airport

Our best Porter Airlines deals on British Columbia to Chicago Midway Airport flight tickets
Porter Airlines
Jun 16
YYC7:00 amCalgary
25h 35m
2 stops
MDW9:35 amChicago Midway
Jul 9
MDW10:25 amChicago Midway
13h 08m
2 stops
YYC10:33 pmCalgary
$632
Porter Airlines
Jun 12
YYC7:00 amCalgary
25h 35m
2 stops
MDW9:35 amChicago Midway
Jul 6
MDW10:25 amChicago Midway
13h 08m
2 stops
YYC10:33 pmCalgary
$721
Porter Airlines
Jun 16
YYC7:00 amCalgary
25h 35m
2 stops
MDW9:35 amChicago Midway
Jun 19
MDW3:20 pmChicago Midway
26h 10m
2 stops
YYC4:30 pmCalgary
$730

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 832,500 searches. Data last updated June 4, 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

Thu 10/29

7:45 am-9:45 pm

2 stops13h 00m

Chicago Midway

Mon 11/2

6:00 am-11:13 pm

2 stops18h 13m

$263

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-9:45 pm

2 stops13h 00m

Chicago Midway

Mon 11/2

6:00 am-11:13 pm

2 stops18h 13m

$264

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-9:45 pm

2 stops13h 00m

Chicago Midway

Mon 11/2

6:00 am-11:13 pm

2 stops18h 13m

$265

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Mon 11/2

6:00 am-11:13 pm

2 stops18h 13m

$293

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Mon 11/2

12:30 pm-11:13 pm

2 stops11h 43m

$319

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-9:45 pm

2 stops13h 00m

Chicago Midway

Mon 11/2

12:30 pm-8:54 pm

1 stop9h 24m

$320

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 10/29

7:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Mon 11/2

6:00 am-11:13 pm

2 stops18h 13m

$326
Quickest round-trip

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 10/30

7:45 am-4:50 pm

1 stop8h 05m

Chicago Midway

Mon 11/2

12:30 pm-8:54 pm

1 stop9h 24m

$341

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 6/29

6:30 am-9:40 am

3 stops25h 10m

Chicago Midway

Mon 7/6

10:25 am-11:40 pm

3 stops15h 15m

$684

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Mon 6/29

6:30 am-9:40 am

3 stops25h 10m

Chicago Midway

Mon 7/6

3:20 pm-9:55 am

2 stops20h 35m

$691

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

6h 33m

Direct flights

None
The fastest flight from British Columbia to Chicago Midway Airport takes 6h 33m
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.
Search flight deals

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 for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Portage
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from British Columbia is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for British Columbia to Chicago flights to just show those with flexible booking policies.

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

Once all potential British Columbia to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from British Columbia and alert you when they change.

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