Cheap flights from Calgary to Chicago Midway

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How to find the cheapest flight from
Calgary (YYC) to Chicago Midway (MDW)

How far in advance should I book a flight from Calgary to Chicago Midway?

To save up to 86% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Calgary to Chicago Midway from C$ 457 1-2 weeks out and tickets from C$ 619 for flights departing within the next 72 hours.

What is the cheapest month to fly from Calgary to Chicago Midway?

Flights from Calgary to Chicago Midway lean towards being more expensive in January. Prices are generally better when you fly from Calgary to Chicago Midway in April, with the cheapest ticket starting at C$ 252.

When is the cheapest time to fly from Calgary to Chicago Midway (YYC - MDW)?

When flying from Calgary to Chicago Midway, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Calgary to Chicago Midway 2020 flight deals

Cheap flights to Chicago Midway from Calgary found for this year
5 Dec - 9 Dec
C$ 642pp
YYC
Calgary
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYC
Calgary
5 Dec - 9 Dec
C$ 671pp
YYC
Calgary
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYC
Calgary

One-way flights to Chicago Midway from Calgary

The cheapest one-way flights from Calgary to Chicago Midway
5:00 a.m. - 1:42 p.m.
WestJet
1 stop
7h 42m
YYC - MDW
WestJet
C$ 264
3:10 a.m. - 4:59 p.m.
Delta
2 stops
12h 49m
YYC - MDW
Delta
C$ 709
Delta
4:40 a.m. - 5:30 a.m.
Multiple Airlines
3 stops
23h 50m
YYC - MDW
Multiple Airlines
C$ 3,388
United

Related info for your journey

Useful info, stats and facts about Calgary to Chicago Midway flights.

Flight FAQs

From Calgary to Chicago Midway

Can I find flights from Calgary to Chicago Midway for under C$ 659 on Cheapflights?

Yes, there are multiple flights from Calgary to Chicago Midway for under C$ 659. The cheapest flight booked recently is on Delta for just C$ 609, but on average you can expect to pay C$ 629.

Are there direct flights from Calgary to Chicago Midway for under C$ 659 on Cheapflights?

There are no direct flights from Calgary to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Does it rain more in Calgary or Chicago Midway?

When travelling, it's generally smart to pack in preparation for rain or any other conditions that may arise. The rainfall in Calgary is roughly less than Chicago Midway. You can assume this to be the case over the next 10 days.

Is Calgary weather warmer or cooler than Chicago Midway?

You can imagine temperatures to be in the 29 °C range in July. The weather in Chicago Midway is generally hotter than Calgary's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Calgary to Chicago Midway?

A quick flight from Calgary to Chicago Midway can take about 23h 18m. Delta provides one of the quickest options available for as low as C$ 671.

What is the cheapest airline to fly from Calgary to Chicago Midway round-trip?

Our cheapest airline available from Calgary to Chicago Midway is Delta. Our recent data shows that you can find tickets from as low as C$ 609 on this airline.

What are the cheapest airlines to fly from Calgary to Chicago Midway one-way?

For one-way options, check prices for WestJet. According to our data, you can fly for as low as C$ 251. Users have also found tickets on Delta for as little as C$ 305.

Alternative routes for Calgary to Chicago Midway

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Calgary to Chicago Midway
Today's exchange rate
C$ 1 = $0.76
Average temperature for October in Chicago Midway
18.0 °C
Avg rainfall for October in Chicago Midway
66.0 mm

Airports servicing Calgary

Airports servicing Chicago