Cheap flights from Edmonton International to Chicago

Compare Edmonton International to Chicago flight deals

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Flight deals from Edmonton International to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Edmonton International Airport to Chicago? If you want to travel next month, round-trip fares start from $305. Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$252 per passenger.Departing Tue, May 26, returning Wed, May 27.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Edmonton International on Tue, May 26, arriving in Chicago O'Hare International.Inbound indirect flight with WestJet, departing from Chicago O'Hare International on Wed, May 27, arriving in Edmonton International.Price includes taxes and charges.From $252, select.

Chicago.$297 per passenger.Departing Wed, May 27, returning Sat, Jun 6.Round-trip flight with United.Outbound indirect flight with United, departing from Edmonton International on Wed, May 27, arriving in Chicago O'Hare International.Inbound indirect flight with United, departing from Chicago O'Hare International on Sat, Jun 6, arriving in Edmonton International.Price includes taxes and charges.From $297, select.

Chicago.$298 per passenger.Departing Sat, May 30, returning Sat, Jun 6.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Sat, May 30, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Sat, Jun 6, arriving in Edmonton International.Price includes taxes and charges.From $298, select.

Chicago.$305 per passenger.Departing Wed, Jun 3, returning Sat, Jun 6.Round-trip flight with United.Outbound indirect flight with United, departing from Edmonton International on Wed, Jun 3, arriving in Chicago O'Hare International.Inbound indirect flight with United, departing from Chicago O'Hare International on Sat, Jun 6, arriving in Edmonton International.Price includes taxes and charges.From $305, select.

Chicago.$306 per passenger.Departing Wed, Jun 3, returning Wed, Jun 10.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Wed, Jun 3, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Wed, Jun 10, arriving in Edmonton International.Price includes taxes and charges.From $306, select.

Chicago.$330 per passenger.Departing Thu, Sep 17, returning Tue, Sep 22.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Edmonton International on Thu, Sep 17, arriving in Chicago O'Hare International.Inbound indirect flight with WestJet, departing from Chicago O'Hare International on Tue, Sep 22, arriving in Edmonton International.Price includes taxes and charges.From $330, select.

Chicago.$392 per passenger.Departing Sat, Aug 22, returning Mon, Aug 24.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Edmonton International on Sat, Aug 22, arriving in Chicago O'Hare International.Inbound indirect flight with WestJet, departing from Chicago O'Hare International on Mon, Aug 24, arriving in Edmonton International.Price includes taxes and charges.From $392, select.

Chicago.$394 per passenger.Departing Wed, Jun 24, returning Wed, Jul 1.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Wed, Jun 24, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Wed, Jul 1, arriving in Edmonton International.Price includes taxes and charges.From $394, select.

Chicago.$399 per passenger.Departing Sat, Jul 4, returning Sat, Jul 25.Round-trip flight with WestJet and Sun Country Airlines.Outbound indirect flight with WestJet, departing from Edmonton International on Sat, Jul 4, arriving in Chicago O'Hare International.Inbound indirect flight with Sun Country Airlines, departing from Chicago O'Hare International on Sat, Jul 25, arriving in Edmonton International.Price includes taxes and charges.From $399, select.

Chicago.$404 per passenger.Departing Sat, Aug 29, returning Wed, Sep 2.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Edmonton International on Sat, Aug 29, arriving in Chicago O'Hare International.Inbound indirect flight with WestJet, departing from Chicago O'Hare International on Wed, Sep 2, arriving in Edmonton International.Price includes taxes and charges.From $404, select.

Chicago.$425 per passenger.Departing Thu, Jul 30, returning Tue, Aug 11.Round-trip flight with WestJet and Frontier Airlines.Outbound indirect flight with WestJet, departing from Edmonton International on Thu, Jul 30, arriving in Chicago Rockford.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Aug 11, arriving in Edmonton International.Price includes taxes and charges.From $425, select.

Chicago.$426 per passenger.Departing Thu, Oct 22, returning Sun, Oct 25.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Edmonton International on Thu, Oct 22, arriving in Chicago O'Hare International.Inbound indirect flight with WestJet, departing from Chicago O'Hare International on Sun, Oct 25, arriving in Edmonton International.Price includes taxes and charges.From $426, select.

Chicago.$474 per passenger.Departing Wed, May 27, returning Sat, May 30.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Wed, May 27, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Sat, May 30, arriving in Edmonton International.Price includes taxes and charges.From $474, select.

Chicago.$481 per passenger.Departing Sat, Aug 29, returning Sat, Sep 5.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Sat, Aug 29, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Sat, Sep 5, arriving in Edmonton International.Price includes taxes and charges.From $481, select.

Chicago.$492 per passenger.Departing Sat, Jul 4, returning Wed, Jul 8.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Sat, Jul 4, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Wed, Jul 8, arriving in Edmonton International.Price includes taxes and charges.From $492, select.

Chicago.$492 per passenger.Departing Wed, Jul 15, returning Sat, Aug 15.Round-trip flight with United.Outbound direct flight with United departing from Edmonton International on Wed, Jul 15, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Sat, Aug 15, arriving in Edmonton International.Price includes taxes and charges.From $492, select.

Find the cheapest month to fly from Edmonton International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Edmonton International to Chicago flights are currently cheapest in May.

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Direct flights from Edmonton International to Chicago

Alternative Edmonton International to Chicago routes

Looking for the cheapest, fastest or easiest route from Edmonton International to Chicago? You could fly into the following airports instead.

Edmonton to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$252
Cheapest month to fly	May
Average flight time	3 hrs, 34 mins
Most popular airline	Air Canada
Average flights per week	6

Finding cheap flights from Edmonton International to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are round-trip flights from Edmonton International to Chicago?

The best price we found for a round-trip flight from Edmonton International to Chicago is $252. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Edmonton International to Chicago?

3 hours and 34 minutes is the average flight time from Edmonton International to Chicago.

Which airlines fly direct from Edmonton International to Chicago?

Air Canada and United fly direct from Edmonton International to Chicago.

How many flights are there a week from Edmonton International to Chicago?

There are 6 flights per week flying from Edmonton International to Chicago, as of May 2026.

When is the cheapest time to fly from Edmonton International to Chicago?

The cheapest month to fly from Edmonton International to Chicago is usually May.

What's the cheapest airport to fly to in Chicago?

If you're flying from Edmonton International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from $252.

Which upcoming date is cheapest to fly from Edmonton International Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Edmonton International Airport to Chicago on Tuesday, May 26, 2026.

Can I get a direct flight from Edmonton International Airport to Chicago?

Yes – the average flight time is 3 hours and 34 minutes.

How can I get the best flight deal from Edmonton International Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly with from Edmonton International Airport to Chicago?

Currently, WestJet and United offer the cheapest flight tickets to Chicago.

Traveling from Edmonton International Airport (YEG) to Chicago: what you need to know

Hop on a direct flight from Edmonton International Airport to Chicago and you'll be traveling for an average of 3 hours 50 minutes.
Edmonton International Airport is located in Edmonton. Based in the UTC-6 timezone, Chicago is one hour ahead of Edmonton.
For a relaxed start to your YEG to Chicago flight, allow plenty of time to navigate the airport and find your gate. Arriving two hours before international departures and an hour before domestic flights is the general travel rule.
Flying during a peak time like July? Major public holidays and other popular periods can mean longer lines at security. Play things extra safe and get there up to four hours ahead of an international flight and two hours before domestic departures.
Direct Edmonton International Airport to Chicago tickets are available for booking. Chicago O'Hare International Airport (ORD) is where you'll disembark.
Take to the skies with WestJet. This well-known airline operates direct flights from Edmonton International Airport to Chicago.
Located around 27 kilometers from central Edmonton, YEG can be reached in about 30 minutes by car, depending on traffic. The journey on public transport will take roughly 1 hour.
Have an early flight from Edmonton International Airport to Chicago? Avoid rushing to the airport (and enjoy a little extra shut-eye) by choosing one of these stays close to YEG:
Of all flights leaving Edmonton International Airport, 79% land on time at their destination.

How to find the cheapest flights from Edmonton International Airport (YEG) to Chicago

$143 is currently the lowest price for a one-way Edmonton International Airport to Chicago flight. A return plane ticket starts from $252. These prices can change based on availability.
To pick up cheap flights from YEG to Chicago, book your trip one month before your departure date.
June is the best month for nabbing an incredible deal on Edmonton International Airport to Chicago tickets. If you're looking to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.
Finding a cheap flight from YEG to Chicago is easy with Price Alerts. All you need to do is set up one of these automatic notifications and we'll get in touch as soon as a deal gets even better.
Pick your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Edmonton International Airport to Chicago by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometers. It takes around 30 minutes to reach the center driving.
If you're taking public transport, expect a journey time of around 45 minutes.
The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Edmonton International Airport to Chicago. Reserve one of these accommodation options near ORD instead:
Reserving your ride from Chicago O'Hare International Airport around four weeks ahead of your flight from YEG to Chicago can help you lock in the best possible rate.
The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is roughly 16 kilometers from central Chicago. Once you've hopped off your flight from Edmonton International Airport to Chicago, it'll take you around 25 minutes to reach the heart of the city in a ride-share or cab.
The journey will take about 30 minutes on public transport.
There are some great places to drop your things at near MDW. Kick back and get cozy after your YEG to Chicago flight at any of these well-located options:
Get exactly what you want. Securing your ride from MDW four weeks in advance often means better prices and a greater selection of vehicles.
The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Make your way to the city center after your flight from Edmonton International Airport to Chicago has arrived. Central Chicago is around 145 kilometers from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by cab or ride-share.
The journey will take about 2 hours if you use public transport.
If you don't want to travel to the center, choose a hotel near RFD. Check in to one of these stays after your YEG to Chicago flight:
If you're hoping for a specific kind of vehicle, booking early increases your chances of getting exactly what you want. Reserve your ride from RFD at least a couple of weeks ahead of your flight from Edmonton International Airport to Chicago.
Chicago Rockford International Airport's address is 2 Airport Cir.

Best time to go to Chicago

It's time to pick your dates for your flight from Edmonton International Airport to Chicago. July is the most popular month for a trip to Chicago. If you like a more peaceful vibe, go in January.
Book a Edmonton International Airport to Chicago plane ticket with a departure in July to explore the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).
January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from YEG to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Once you've booked your flight from Edmonton International Airport to Chicago, find a hotel that offers both comfort and a great location. Make one of these options your base for exploring Chicago:
Every great vacation has to include a little sightseeing. Art Institute of Chicago, Millennium Park and Willis Tower are essential stops on your Chicago itinerary.

Explore more of the United States

Columbus is just one of the many places in the United States waiting to be explored after you've experienced Chicago. Around 451 kilometers away to the southeast, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.
Indianapolis is another favorite destination in the United States and is around 257 kilometers southeast of Chicago. No journey is complete without visiting Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.