$165+ Cheap flights from Edmonton (YEG) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
YEG — CHI
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Edmonton to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Edmonton to Chicago
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Cheapest flights from Edmonton to ChicagoExplore the most affordable flight options available from Edmonton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
Explore the most affordable flight options available from Edmonton to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
This Super.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:10 am -
1 stop6h 30m
Thu 10/225:30 pm -
1 stop6h 25m
Deal found 8/24![WestJet logo]()
$268
This FlightHub deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:10 am -
1 stop6h 30m
Fri 9/115:30 pm -
1 stop6h 25m
Deal found 8/23![WestJet logo]()
$273
This Air Canada deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/221:20 am -
1 stop7h 03m
Tue 12/11:55 pm -
1 stop9h 54m
Deal found 8/24![Air Canada logo]()
$287
This Trip.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:10 am -
1 stop6h 30m
Sun 9/275:30 pm -
1 stop6h 25m
Deal found 8/23![WestJet logo]()
$295
This Air Canada deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:05 am -
1 stop8h 12m
Thu 11/264:30 pm -
1 stop8h 53m
Deal found 8/26![Air Canada logo]()
$296
This Super.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:00 pm -
1 stop24h 40m
Mon 9/285:30 pm -
1 stop8h 14m
Deal found 8/22![WestJet logo]()
$297
This FlightHub deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:00 pm -
1 stop24h 40m
Tue 10/65:30 pm -
1 stop6h 25m
Deal found 8/26![WestJet logo]()
$298
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:40 am -
1 stop6h 07m
Fri 10/161:27 pm -
2 stops12h 17m
Deal found 8/25![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:15 am -
1 stop6h 24m
Wed 12/29:37 am -
2 stops17h 13m
Deal found 8/23![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:15 am -
1 stop6h 24m
Tue 12/19:37 am -
2 stops17h 13m
Deal found 8/23![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/912:55 am -
2 stops10h 56m
Tue 12/19:37 am -
2 stops17h 13m
Deal found 8/23![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:15 am -
2 stops12h 39m
Fri 11/2711:05 am -
2 stops14h 45m
Deal found 8/23![Delta logo]()
$433
Best flights from Edmonton to ChicagoDiscover carefully curated flight deals from Edmonton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
Discover carefully curated flight deals from Edmonton to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:17 pm -
1 stop6h 29m
Wed 9/235:55 am -
1 stop17h 09m
Deal found 8/24![United Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:40 am -
1 stop6h 07m
Fri 10/161:27 pm -
2 stops12h 17m
Deal found 8/23![Delta logo]()
$356
This FlightHub deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:40 pm -
2 stops45h 00m
Fri 10/165:30 pm -
1 stop8h 14m
Deal found 8/22![WestJet logo]()
$378
This United deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:00 am -
1 stop13h 30m
Wed 12/28:45 am -
1 stop10h 28m
Deal found 8/23![Multiple Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/133:17 pm -
1 stop7h 42m
Wed 9/165:55 am -
1 stop17h 09m
Deal found 8/21![United Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:25 pm -
1 stop9h 06m
Mon 9/215:30 pm -
1 stop8h 14m
Deal found 8/22![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:30 am -
1 stop8h 10m
Wed 10/79:59 am -
1 stop7h 56m
Deal found 8/24![Delta logo]()
$370
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:17 pm -
1 stop6h 29m
Sat 9/195:00 am -
2 stops12h 53m
Deal found 8/23![United Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:25 pm -
1 stop9h 06m
Mon 9/285:30 pm -
1 stop8h 14m
Deal found 8/24![Delta logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
1 stop27h 00m
Sun 9/206:46 pm -
2 stops22h 04m
Deal found 8/21![Multiple Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:55 am -
2 stops9h 52m
Tue 12/16:20 am -
2 stops15h 35m
Deal found 8/24![Delta logo]()
$381
This Mytrip deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:40 pm -
3 stops17h 55m
Mon 9/2111:45 am -
1 stop13h 55m
Deal found 8/25![Multiple Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:15 am -
2 stops12h 39m
Wed 12/29:37 am -
2 stops17h 13m
Deal found 8/23![Delta logo]()
$395
This Mytrip deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:15 pm -
3 stops19h 20m
Sun 9/2011:45 am -
2 stops13h 59m
Deal found 8/21![Multiple Airlines logo]()
$522
This Mytrip deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:00 pm -
3 stops19h 00m
Wed 9/3011:45 am -
2 stops12h 24m
Deal found 8/26![Multiple Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:15 am -
2 stops12h 39m
Mon 11/3010:34 am -
1 stop6h 26m
Deal found 8/26![Delta logo]()
$576
Last-minute flights from Edmonton to ChicagoDiscover last-minute flight deals from Edmonton to Chicago. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Edmonton to Chicago. Data last updated August 26, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:10 am -
1 stop6h 30m
Fri 9/115:30 pm -
1 stop6h 25m
Deal found 8/23![WestJet logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am -
1 stop27h 00m
Sun 9/206:46 pm -
2 stops22h 04m
Deal found 8/21![Multiple Airlines logo]()
$491
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:20 pm -
1 stop25h 15m
Mon 9/2111:45 am -
1 stop13h 55m
Deal found 8/25![Multiple Airlines logo]()
$434
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:20 pm -
1 stop25h 15m
Mon 9/2111:45 am -
2 stops10h 45m
Deal found 8/25![Porter Airlines logo]()
$453
This Super.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:00 pm -
1 stop24h 40m
Mon 9/285:30 pm -
1 stop8h 14m
Deal found 8/22![WestJet logo]()
$297
This Trip.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:10 am -
1 stop6h 30m
Sun 9/275:30 pm -
1 stop6h 25m
Deal found 8/23![WestJet logo]()
$295
This Air Canada deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:05 am -
1 stop8h 10m
Mon 9/283:45 pm -
1 stop8h 16m
Deal found 8/24![Air Canada logo]()
$307
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:17 pm -
1 stop6h 29m
Wed 9/235:55 am -
1 stop17h 09m
Deal found 8/24![United Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop12h 29m
Fri 10/210:00 pm -
1 stop17h 08m
Deal found 8/26![United Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
1 stop15h 46m
Mon 10/510:00 pm -
1 stop17h 08m
Deal found 8/24![United Airlines logo]()
$325
This Mytrip deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:40 pm -
3 stops18h 55m
Fri 10/211:45 am -
2 stops12h 55m
Deal found 8/26![Multiple Airlines logo]()
$521
This Air Canada deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:05 am -
1 stop8h 10m
Fri 10/23:45 pm -
1 stop8h 16m
Deal found 8/26![Air Canada logo]()
$299
One-way flights from Edmonton to ChicagoSearch for one-way flight options from Edmonton to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
Search for one-way flight options from Edmonton to Chicago. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:10 am -
1 stop6h 30m
Deal found 8/23![WestJet logo]()
$165
This Air Canada deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:05 am -
1 stop8h 10m
Deal found 8/26![Air Canada logo]()
$168
This Air Canada deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:00 am -
1 stop7h 38m
Deal found 8/26![Air Canada logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:30 am -
1 stop8h 10m
Deal found 8/24![WestJet logo]()
$172
This Air Canada deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:05 am -
1 stop8h 12m
Deal found 8/24![Air Canada logo]()
$178
This Air Canada deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am -
1 stop7h 55m
Deal found 8/25![Air Canada logo]()
$182
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:17 pm -
1 stop16h 23m
Deal found 8/24![United Airlines logo]()
$183
This Mytrip deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop7h 55m
Deal found 8/24![Air Canada logo]()
$184
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:17 pm -
1 stop16h 55m
Deal found 8/26![United Airlines logo]()
$185
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am -
1 stop13h 21m
Deal found 8/24![United Airlines logo]()
$186
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
2 stops9h 39m
Deal found 8/24![Delta logo]()
$203
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:40 am -
2 stops12h 04m
Deal found 8/25![Delta logo]()
$206
Find flight deals from Edmonton to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Edmonton (YEG) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $268 (Super.com) |
One-way from | $165 (Kiwi.com) |
Popular in | March |
Cheapest in | May |
Average price | $454 |
Cheapflights Fare Finder
Customize your flight search to find flights from Edmonton to Chicago 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, Cheapflights users made 7,457,451 searches. Data last updated August 26, 2026.
Use the filters below to find and compare flights from Edmonton to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Tue 9/22
3:17 pm-10:46 pm
1 stop6h 29m
Chicago O'Hare Intl
Wed 9/23
5:55 am-10:04 pm
1 stop17h 09m
$313
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sun 9/13
3:17 pm-11:59 pm
1 stop7h 42m
Chicago O'Hare Intl
Wed 9/16
5:55 am-10:04 pm
1 stop17h 09m
$335
EdmontonChicago
YEG Edmonton - MDW Chicago Midway
YEGMDW
Edmonton
Tue 10/13
9:40 am-4:47 pm
1 stop6h 07m
Chicago Midway
Fri 10/16
1:27 pm-12:44 am
2 stops12h 17m
$356
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Wed 9/16
1:25 pm-11:31 pm
1 stop9h 06m
Chicago O'Hare Intl
Mon 9/21
5:30 pm-12:44 am
1 stop8h 14m
$356
Quickest round-trip
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Sun 10/4
7:30 am-4:40 pm
1 stop8h 10m
Chicago O'Hare Intl
Wed 10/7
9:59 am-4:55 pm
1 stop7h 56m
$370
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Wed 9/23
1:25 pm-11:31 pm
1 stop9h 06m
Chicago O'Hare Intl
Mon 9/28
5:30 pm-12:44 am
1 stop8h 14m
$376
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Tue 10/13
6:40 pm-4:40 pm
2 stops45h 00m
Chicago O'Hare Intl
Fri 10/16
5:30 pm-12:44 am
1 stop8h 14m
$378
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Wed 11/25
7:00 am-8:30 pm
1 stop13h 30m
Chicago O'Hare Intl
Wed 12/2
8:45 am-7:13 pm
1 stop10h 28m
$381
EdmontonChicago
YEG Edmonton - ORD Chicago O'Hare Intl
YEGORD
Edmonton
Mon 11/23
10:55 am-8:47 pm
2 stops9h 52m
Chicago O'Hare Intl
Tue 12/1
6:20 am-9:55 pm
2 stops15h 35m
$381
EdmontonChicago
YEG Edmonton - MDW Chicago Midway
YEGMDW
Edmonton
Fri 11/13
9:15 am-9:54 pm
2 stops12h 39m
Chicago Midway
Wed 12/2
9:37 am-2:50 am
2 stops17h 13m
$395
Showing 1-10 of 35 resultsSorted by cheapest first
Compare providers for flights from Edmonton to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Edmonton to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Edmonton-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Edmonton-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Edmonton-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Edmonton-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Edmonton-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Edmonton to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Edmonton with our price prediction graph.
YEG-CHI
YEG-ORD
YEG-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Edmonton to Chicago
YEG-CHI
YEG-ORD
YEG-MDW
What is the cheapest month to book a flight from Edmonton to Chicago?
Currently, February is the cheapest month in which you can book a flight from Edmonton to Chicago (average of $241). Flying from Edmonton to Chicago in March is currently the most expensive (average of $899). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YEG to CHI?
Find hourly flight availability from Edmonton to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 26, 2026.
When flying from Edmonton to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Edmonton to Chicago?
Airfare is below average for this route at the moment.
Edmonton to Chicago flights typically cost between $334 and $496 in October.The cheapest round-trip price found within the last 5 days was $268 on WestJet (Oct 19-Oct 22).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 26, 2026.
Read reviews from past customers who have flown WestJet from Edmonton to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.2
Boarding
7.4
Overall
7.2
Crew
7.9
Entertainment
6.1
Comfort
7.1
Reviews
1 / 20
4.0
OkayKim,May 2025
YEG - YYJ
Food
6.2
Boarding
7.4
Overall
7.2
Crew
7.9
Entertainment
6.1
Comfort
7.1
Reviews
1 / 20
4.0
OkayKim,May 2025
YEG - YYJ
Related info for your journey
Find useful and relevant information for your journey from Edmonton to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 26, 2026.
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Edmonton and Chicago flights
Browse other Edmonton and Chicago flight options. Last updated on August 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Edmonton to Chicago
Discover the top 3 airlines that operate flights from Edmonton to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$161 | Average$536 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$217 | Average$383 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$261 | Average$527 | FlexibilityNo cancel fee | On-time67% |