YYC - MDW

$145 Find Cheap Flights from Calgary to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Calgary to Midway departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Calgary to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$251
Delta
tis 2/24tis 3/3
YYC - MDW • 2 stops
Cheapest one-way
$145
Delta
ons 3/25
YYC - MDW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Calgary to Midway (YYC-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Calgary to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Calgary to Midway

tis, feb 24 - tis, mar 3
Delta Logo
6:30 am - 5:37 pm
YYC
-
MDW
10h 07m
2 stops
Delta Logo
10:49 am - 8:54 pm
MDW
-
YYC
11h 05m
2 stops
$251Delta
lör, maj 9 - lör, maj 16
Delta Logo
6:35 am - 1:07 pm
YYC
-
MDW
5h 32m
1 stop
Delta Logo
9:20 am - 11:06 pm
MDW
-
YYC
14h 46m
2 stops
$273Delta
ons, mar 25 - mån, mar 30
Delta Logo
6:30 am - 1:25 pm
YYC
-
MDW
5h 55m
1 stop
Delta Logo
9:30 am - 7:12 pm
MDW
-
YYC
10h 42m
2 stops
$291Delta
tis, mar 3 - lör, mar 7
Delta Logo
6:30 am - 5:37 pm
YYC
-
MDW
10h 07m
2 stops
Delta Logo
9:34 am - 8:58 pm
MDW
-
YYC
12h 24m
2 stops
$300Delta
mån, mar 2 - lör, mar 7
Delta Logo
12:30 am - 11:59 am
YYC
-
MDW
10h 29m
1 stop
Delta Logo
9:34 am - 8:58 pm
MDW
-
YYC
12h 24m
2 stops
$305Delta
lör, maj 9 - tis, maj 12
Delta Logo
6:35 am - 1:07 pm
YYC
-
MDW
5h 32m
1 stop
Delta Logo
10:35 am - 5:10 pm
MDW
-
YYC
7h 35m
1 stop
$308Delta
lör, maj 9 - mån, maj 11
Delta Logo
6:35 am - 1:07 pm
YYC
-
MDW
5h 32m
1 stop
Delta Logo
9:20 am - 11:06 pm
MDW
-
YYC
14h 46m
2 stops
$311Delta
lör, mar 7 - tis, mar 10
Delta Logo
6:30 am - 4:14 pm
YYC
-
MDW
8h 44m
1 stop
Delta Logo
10:45 am - 7:09 pm
MDW
-
YYC
9h 24m
1 stop
$312Delta
tis, feb 10 - lör, feb 14
Delta Logo
6:30 am - 1:06 pm
YYC
-
MDW
5h 36m
1 stop
Delta Logo
11:45 am - 11:05 pm
MDW
-
YYC
12h 20m
2 stops
$313Delta
lör, maj 9 - lör, maj 16
Delta Logo
7:00 am - 6:05 pm
YYC
-
MDW
10h 05m
2 stops
Delta Logo
9:20 am - 7:40 pm
MDW
-
YYC
11h 20m
2 stops
$324Delta
Useful Info

Good to know

Cheapest flight$145
Flight from Calgary to Chicago Midway Airport

When to book flights from Calgary to Midway

Are your dates flexible? Find out the best times to travel from Calgary to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Calgary to Chicago Midway Airport flights

  • What is the cheapest flight from Calgary to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Calgary to Chicago Midway Airport was $145 for a one-way ticket and $251 for a round-trip.

  • Do I need a passport to fly between Calgary and Chicago Midway Airport?

    Yes, you’ll need a passport to travel to Chicago Midway Airport from Calgary.

  • Which aircraft models fly most regularly from Calgary to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Calgary to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Calgary to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Calgary to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Calgary is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Calgary to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Calgary with another airline. Booking your flights between Calgary and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Calgary to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Calgary up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Calgary to Midway

Information on your arrival and departure airports

Calgary (YYC)
Midway (MDW)