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Cheap flights from British Columbia to Chicago from $143

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 5/16. 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
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
6:40 am - 1:32 pm
YYC
-
MDW
5h 52m
1 stop
Delta Logo
9:27 am - 8:40 pm
MDW
-
YYC
12h 13m
2 stops
$274Delta
Sat, May 2 - Tue, May 5
Delta Logo
6:45 am - 5:56 pm
YYC
-
MDW
10h 11m
1 stop
Delta Logo
6:23 am - 8:30 pm
MDW
-
YYC
15h 07m
2 stops
$280Delta
Wed, May 27 - Wed, Jun 3
Delta Logo
6:45 am - 5:56 pm
YYC
-
MDW
10h 11m
1 stop
Delta Logo
1:22 pm - 8:05 pm
MDW
-
YYC
7h 43m
1 stop
$291Delta
Wed, May 27 - Sat, May 30
Delta Logo
7:40 am - 6:36 pm
YYC
-
MDW
9h 56m
2 stops
Delta Logo
9:27 am - 8:40 pm
MDW
-
YYC
12h 13m
2 stops
$306Delta
Sat, May 2 - Wed, May 6
Delta Logo
6:45 am - 1:19 pm
YYC
-
MDW
5h 34m
1 stop
Delta Logo
1:22 pm - 8:05 pm
MDW
-
YYC
7h 43m
1 stop
$325Delta
Sat, May 16 - Sat, May 23
Delta Logo
6:45 am - 5:56 pm
YYC
-
MDW
10h 11m
1 stop
Delta Logo
1:22 pm - 8:05 pm
MDW
-
YYC
7h 43m
1 stop
$326Delta
Fri, May 8 - Tue, May 12
Multiple Airlines Logo
8:00 pm - 11:09 am
YYC
-
MDW
14h 09m
2 stops
Multiple Airlines Logo
12:04 pm - 11:00 am
MDW
-
YYC
23h 56m
1 stop
$329Multiple Airlines
Mon, May 4 - Wed, May 6
WestJet Logo
5:30 am - 6:31 pm
YQQ
-
MDW
11h 01m
2 stops
WestJet Logo
1:16 pm - 10:25 pm
MDW
-
YQQ
11h 09m
2 stops
$780WestJet
Thu, Jun 11 - Mon, Jun 15
WestJet Logo
8:25 pm - 10:00 am
YYJ
-
MDW
11h 35m
2 stops
WestJet Logo
1:22 pm - 11:40 pm
MDW
-
YYJ
12h 18m
2 stops
$789WestJet
Wed, May 13 - Fri, May 22
WestJet Logo
8:25 pm - 10:00 am
YYJ
-
MDW
11h 35m
2 stops
WestJet Logo
9:17 am - 11:40 pm
MDW
-
YYJ
16h 23m
2 stops
$790WestJet
Tue, Jun 2 - Mon, Jun 8

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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
May 2
YYC6:40 amCalgary
5h 52m
1 stop
MDW1:32 pmChicago Midway
May 5
MDW9:27 amChicago Midway
12h 13m
2 stops
YYC8:40 pmCalgary
$274
Delta
May 27
YYC6:45 amCalgary
10h 11m
1 stop
MDW5:56 pmChicago Midway
Jun 3
MDW6:23 amChicago Midway
15h 07m
2 stops
YYC8:30 pmCalgary
$280
Delta
May 27
YYC6:45 amCalgary
10h 11m
1 stop
MDW5:56 pmChicago Midway
May 30
MDW1:22 pmChicago Midway
7h 43m
1 stop
YYC8:05 pmCalgary
$291

WestJet flights from British Columbia to Chicago Midway Airport

Our best WestJet deals on British Columbia to Chicago Midway Airport flight tickets
WestJet
Apr 22
YYC6:30 amCalgary
10h 28m
2 stops
MDW5:58 pmChicago Midway
Apr 23
MDW9:29 amChicago Midway
10h 43m
2 stops
YYC7:12 pmCalgary
$749
WestJet
Apr 20
YYC7:00 amCalgary
10h 36m
2 stops
MDW6:36 pmChicago Midway
Apr 24
MDW2:12 pmChicago Midway
7h 28m
1 stop
YYC8:40 pmCalgary
$760
WestJet
Apr 21
YYC12:30 amCalgary
8h 26m
1 stop
MDW9:56 amChicago Midway
Apr 24
MDW7:16 pmChicago Midway
26h 24m
1 stop
YYC8:40 pmCalgary
$762

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 April 16, 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

Sat 5/2

6:40 am-1:32 pm

1 stop5h 52m

Chicago Midway

Tue 5/5

9:27 am-8:40 pm

2 stops12h 13m

$274

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 5/27

6:45 am-5:56 pm

1 stop10h 11m

Chicago Midway

Wed 6/3

6:23 am-8:30 pm

2 stops15h 07m

$280

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 5/27

6:45 am-5:56 pm

1 stop10h 11m

Chicago Midway

Sat 5/30

1:22 pm-8:05 pm

1 stop7h 43m

$291

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 5/2

7:40 am-6:36 pm

2 stops9h 56m

Chicago Midway

Wed 5/6

9:27 am-8:40 pm

2 stops12h 13m

$306
Quickest round-trip

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 5/16

6:45 am-1:19 pm

1 stop5h 34m

Chicago Midway

Sat 5/23

1:22 pm-8:05 pm

1 stop7h 43m

$325

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 5/8

6:45 am-5:56 pm

1 stop10h 11m

Chicago Midway

Tue 5/12

1:22 pm-8:05 pm

1 stop7h 43m

$326

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 5/4

8:00 pm-11:09 am

2 stops14h 09m

Chicago Midway

Wed 5/6

12:04 pm-11:00 am

1 stop23h 56m

$329

ComoxChicago

YQQ - MDW

YQQMDW

Comox

Thu 6/11

5:30 am-6:31 pm

2 stops11h 01m

Chicago Midway

Mon 6/15

1:16 pm-10:25 pm

2 stops11h 09m

$780

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Wed 5/13

8:25 pm-10:00 am

2 stops11h 35m

Chicago Midway

Fri 5/22

1:22 pm-11:40 pm

2 stops12h 18m

$789

VictoriaChicago

YYJ - MDW

YYJMDW

Victoria Intl

Tue 6/2

8:25 pm-10:00 am

2 stops11h 35m

Chicago Midway

Mon 6/8

9:17 am-11:40 pm

2 stops16h 23m

$790

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 Porter Airlines 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

5h 34m

Direct flights

None
The fastest flight from British Columbia to Chicago Midway Airport takes 5h 34m
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
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
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.

An easier way to manage your Chicago Midway Airport trip

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