Calgary → Chicago flights

Calgary (YYC)→Chicago (CGX, DPA, MDW, ORD, PWK, RFD)
from€274

Last observed price · Last checked: 24 Aug 2026 · Price may change

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Short answer

United Airlines flies Calgary to Chicago non-stop. The lowest fare our own searches returned is €274, seen on 24 Aug 2026. February 2027 is the cheapest month in our observations, at €274. These are prices our searches returned on the dates shown, not quotes; run a live search for today's fare.

Selected search
Last checked: 24 Aug 2026 · Price may change
€274
Sat 20 Feb 2027 → Wed 24 Feb 2027
United Airlines1 stop4 nights
Cheapest
Last checked: 24 Aug 2026 · Price may change
€274 lowest5h 15m fastest
Options found on this date
UAUnited Airlines10:40 · 1 stop€274
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Tickets found in the last 7 days

The lowest fares our queries caught, cheapest first.

UA€274Cheapest20 Feb 2027 → 24 Feb 2027United Airlines · 1 stop · 10:40Last checked: 24 Aug 2026 · Price may change4 nightsView ticket →

Starting prices by month

The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.

Observed priceLowest monthno price observedLast checked: 24 Aug 2026
Calgary → ChicagoSat 20 Feb 2027 · €274
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Route facts

Direct flights
Non-stop
YYC - CGX, 5h 15m
Airlines seen
1
United Airlines
Cheapest month
February 2027
€274
Typical duration
5h 15m
Alternative airports
5
DPA, MDW, ORD, PWK, RFD

Frequently asked

Are there direct flights from Calgary to Chicago?+

Yes. We have seen non-stop flights on this route, flown by United Airlines.

How much is a flight from Calgary to Chicago?+

The lowest fare we have observed is €274, found on 24 Aug 2026. Prices move, so read it as a floor rather than a quote.

Which airlines fly from Calgary to Chicago?+

These are the carriers we have seen on the route: United Airlines.

When is the cheapest month to fly from Calgary to Chicago?+

In our observations February 2027 is the cheapest month so far, at €274.

Similar routes

Calgary → London€500Mexico City → Chicago€250Calgary → Paris€365Guadalajara → Chicago€286Calgary → Puerto Vallarta€358Los Angeles → Chicago€124Calgary → Barcelona€621Dallas → Chicago€186

More routes from Calgary

Calgary → London€500Calgary → Paris€365Calgary → Puerto Vallarta€358Calgary → Barcelona€621Calgary → Reykjavik€452Calgary → Rome€582Calgary → Los Angeles€190Calgary → Las Vegas€186Calgary → Cancun€257Calgary → Vancouver€67Calgary → Toronto€104Calgary → Tokyo€766Calgary → Atlanta€359Calgary → Kelowna€146Calgary → Abbotsford€80Calgary → Seoul€597Calgary → Ottawa€132Calgary → Victoria€82Calgary → Phoenix€176Calgary → Mexico City€306Calgary → San Francisco€192Calgary → Edinburgh€661Calgary → Frankfurt€663Calgary → New York€273Calgary → Montreal€168Calgary → Sydney€1,255Calgary → Denver€310Calgary → Amsterdam€593Calgary → Seattle€214Calgary → Salt Lake City€448

More routes to Chicago

Mexico City → Chicago€250Guadalajara → Chicago€286Los Angeles → Chicago€124Dallas → Chicago€186New York → Chicago€149Atlanta → Chicago€92Denver → Chicago€95Minneapolis → Chicago€139Cincinnati → Chicago€125Montreal → Chicago€244Istanbul → Chicago€498Amman → Chicago€500New Orleans → Chicago€191Fort Lauderdale → Chicago€76Phoenix → Chicago€124Houston → Chicago€200Baltimore → Chicago€69Miami → Chicago€140Las Vegas → Chicago€140San Diego → Chicago€203Detroit → Chicago€194San Juan → Chicago€144Paris → Chicago€480Brussels → Chicago€686Guatemala City → Chicago€255London → Chicago€491Toronto → Chicago€162Dubai → Chicago€666Munich → Chicago€571Copenhagen → Chicago€411

Last checked: 24 Aug 2026