Cheap Flights from Edmonton to Chicago
Browse current best options from Edmonton. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Edmonton
RatePunk searches hundreds of travel sites at once for deals on flights to Chicago
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Edmonton to Chicago
Explore current cheapest deals departing from Edmonton to Chicago
Round trip
Sort by: Cheapest
September 10 - September 14
YEG - Chicago
$358
$322
Round trip
September 11 - September 14
YEG - Chicago
$359
$322
Round trip
October 29 - November 4
YEG - Chicago
$361
$334
Round trip
November 22 - November 26
YEG - Chicago
$472
$337
Round trip
December 8 - December 9
YEG - Chicago
$408
$337
Round trip
November 18 - November 26
YEG - Chicago
$463
$337
Round trip
November 21 - November 26
YEG - Chicago
$471
$337
Round trip
December 4 - December 12
YEG - Chicago
$406
$337
Round trip
December 2 - December 10
YEG - Chicago
$406
$337
Round trip
October 28 - October 31
YEG - Chicago
$366
$338
Round trip
Unlock all 500+ flight deals to Chicago and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Edmonton to Chicago
How much is a round trip from Edmonton to Chicago
Regular price: $289 - $586
Prices for flights from Edmonton to Chicago are currently within the regular range.
The regular price range for flights from Edmonton to Chicago is typically between $289 and $586. The current lowest deal is $322 with WestJet, for travel from Sep 10-Sep 14.
now $322
Low $289
High $586
The cheapest time to fly from Edmonton to Chicago
The cheapest month to fly from YEA to CHI is November, with a median price of $302. The most expensive month is December, with a median price of $1229. Prices are generally lower from January to November.
November
Flights from $302
December
Flights from $1,229
Direct flights from Edmonton to Chicago
United Airlines
Last-minute flights going from Edmonton to Chicago
Wed, Jul 1
YEG - Chicago
Edmonton (YEG) - Chicago (ORD)
United Airlines
$457
$433
One-way
Thu, Jul 2
YEG - Chicago
Edmonton (YEG) - Chicago (MDW)
Porter Airlines
$487
$487
One-way
Fri, Jul 3
YEG - Chicago
Edmonton (YEG) - Chicago (MDW)
Porter Airlines
$485
$462
One-way
Wed, Jul 8
YEG - Chicago
Edmonton (YEG) - Chicago (MDW)
WestJet
$497
$466
One-way
Fri, Jul 10
YEG - Chicago
Edmonton (YEG) - Chicago (ORD)
Deutsche Luft Hansa
$443
$457
One-way
Sat, Jul 11
YEG - Chicago
Edmonton (YEG) - Chicago (MDW)
Porter Airlines
$487
$453
One-way
Biggest price drops on these dates for flights from Edmonton to Chicago
Nov 22 - Nov 26
$472 → $337
29%
Nov 21 - Nov 26
$471 → $337
28%
Nov 18 - Nov 26
$463 → $337
27%
Nov 25 - Nov 30
$477 → $382
20%
Popular Airports to fly from Edmonton to Chicago
Edmonton - Chicago route insights
💸 Price insights
Recent fares are below the typical level
Recent fares from Edmonton to Chicago are below the typical level, with deals from $305 to $517.
📅 Best time to fly
November is historically the cheapest month to fly
Historically, November is the cheapest month to fly from Edmonton to Chicago, with a median price of $302.
⏱️ Flight duration
Flights are typically 12h 55m with stopovers
The typical flight duration from Edmonton to Chicago is 12h 55m, with 2 stopovers.
✈️ Airlines & availability
Connecting flights are dominant for this route
Only 10.9% of recent deals are direct, making connecting flights dominant for this route.
🏆 Airline highlight
United Airlines offers direct flights
United Airlines has offered direct flights from Edmonton to Chicago in recent deals.
🎯 Booking tip
Deals appear frequently, about once per day
Deals for flights from Edmonton to Chicago appear frequently, about once per day.
Edmonton main airports to depart from
Edmonton International (YEG)
Edmonton International (YEG) is a convenient option for flights from Edmonton to Chicago.
📍 ~28 km from Edmonton city center (reachable by car)
💸 Flights from ~$322
Chicago main airports to arrive at
O Hare International (ORD)
O'Hare International Airport is a major hub for flights to Chicago from Edmonton, offering many options.
📍 ~25 km from Chicago city center (reachable by car or public transport)
💸 Flights from ~$322
Chicago Midway International (MDW)
Chicago Midway International Airport provides a convenient arrival option for flights from Edmonton to Chicago.
📍 ~15 km from Chicago city center (reachable by car or public transport)
💸 Flights from ~$397
Chicago Rockford International (RFD)
Chicago Rockford International Airport offers an alternative arrival point for flights to the Chicago area.
📍 ~120 km from Chicago city center (reachable by car)
💸 Flights from ~$444
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
General Mitchell International offers excellent proximity to Chicago with high-frequency flight options.
📍 ~135 km from Chicago (reachable by rail)
💸 Flights from ~$518
South Bend International (SBN)
South Bend International is geographically the closest alternative to the Chicago area.
📍 ~130 km from Chicago (reachable by rail)
💸 Flights from ~$607
Gerald R. Ford International (GRR)
Gerald R. Ford International is a major regional hub, good for travelers on the eastern side of Chicago.
📍 ~205 km from Chicago (reachable by car)
💸 Flights from ~$453
Dane County Regional (MSN)
Dane County Regional is a reliable regional airport with consistent service and less congestion.
📍 ~205 km from Chicago (reachable by car)
💸 Flights from ~$485
Fort Wayne International (FWA)
Fort Wayne International provides stable regional service for travelers in southeastern Chicago suburbs.
📍 ~235 km from Chicago (reachable by car)
💸 Flights from ~$497
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from Edmonton to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From YEG
Elite
Sep 04
Chicago, United States
87% AI deal score
$1,671
$789
Save $882
From YEG
Elite
Sep 04
Chicago, United States
87% AI deal score
$1,669
$789
Save $880
From YEG
Elite
Sep 04
Chicago, United States
87% AI deal score
$1,669
$789
Save $880
From YEG
Elite
Sep 04
Chicago, United States
87% AI deal score
$1,670
$789
Save $881
From YEG
Elite
Aug 11
Chicago, United States
85% AI deal score
$1,471
$817
Save $654
From YEG
Elite
Jun 27
Chicago, United States
82% AI deal score
$1,511
$1,021
Save $490
From YEG
Elite
Aug 14
Chicago, United States
82% AI deal score
$1,475
$948
Save $527
From YEG
Elite
Aug 26
Chicago, United States
82% AI deal score
$1,569
$1,004
Save $565
From YEG
Elite
Aug 26
Chicago, United States
82% AI deal score
$1,570
$1,008
Save $562
From YEG
Elite
Aug 26
Chicago, United States
82% AI deal score
$1,569
$1,008
Save $561
From YEG
Elite
Aug 26
Chicago, United States
82% AI deal score
$1,569
$1,008
Save $561
From YEG
Elite
Sep 04
Chicago, United States
82% AI deal score
$1,701
$1,020
Save $681
From YEG
Elite
Sep 04
Chicago, United States
82% AI deal score
$1,680
$1,020
Save $660
From YEG
Elite
Sep 19
Chicago, United States
82% AI deal score
$1,746
$1,029
Save $717
From YEG
Elite
Sep 19
Chicago, United States
82% AI deal score
$1,693
$1,029
Save $664
From YEG
Elite
Sep 04
Chicago, United States
82% AI deal score
$1,745
$1,052
Save $693
From YEG
Elite
Jul 14
Chicago, United States
81% AI deal score
$1,518
$1,038
Save $480
From YEG
Elite
Jul 17
Chicago, United States
81% AI deal score
$1,441
$994
Save $447
From YEG
Elite
Jul 17
Chicago, United States
81% AI deal score
$1,452
$994
Save $458
From YEG
Elite
Jul 24
Chicago, United States
81% AI deal score
$1,448
$1,005
Save $443
From YEG
Elite
Aug 22
Chicago, United States
81% AI deal score
$1,569
$1,025
Save $544
From YEG
Elite
Aug 22
Chicago, United States
81% AI deal score
$1,580
$1,029
Save $551
From YEG
Elite
Aug 22
Chicago, United States
81% AI deal score
$1,568
$1,029
Save $539
From YEG
Elite
Aug 22
Chicago, United States
81% AI deal score
$1,568
$1,029
Save $539
From YEG
Elite
Aug 22
Chicago, United States
80% AI deal score
$1,511
$1,030
Save $481
From YEG
Elite
Aug 22
Chicago, United States
79% AI deal score
$1,334
$975
Save $359
From YEG
Elite
Jul 11
Chicago, United States
79% AI deal score
$1,390
$975
Save $415
From YEG
Elite
Jul 04
Chicago, United States
79% AI deal score
$1,357
$1,013
Save $344
From YEG
Elite
Jul 08
Chicago, United States
79% AI deal score
$1,364
$1,013
Save $351
From YEG
Elite
Jul 09
Chicago, United States
79% AI deal score
$1,370
$1,029
Save $341
From YEG
Elite
Jul 09
Chicago, United States
79% AI deal score
$1,364
$1,029
Save $335
From YEG
Elite
Aug 24
Chicago, United States
79% AI deal score
$1,493
$1,034
Save $459
From YEG
Elite
Aug 24
Chicago, United States
79% AI deal score
$1,489
$1,038
Save $451
From YEG
Elite
Aug 24
Chicago, United States
79% AI deal score
$1,488
$1,038
Save $450
From YEG
Elite
Jul 08
Chicago, United States
79% AI deal score
$1,446
$1,051
Save $395
From YEG
Elite
Sep 08
Chicago, United States
74% AI deal score
$1,769
$1,332
Save $437
From YEG
Elite
Jul 25
Chicago, United States
74% AI deal score
$1,366
$975
Save $391
From YEG
Elite
Jul 18
Chicago, United States
74% AI deal score
$1,276
$1,020
Save $256
From YEG
Elite
Aug 22
Chicago, United States
74% AI deal score
$1,301
$1,021
Save $280
From YEG
Elite
Sep 20
Chicago, United States
74% AI deal score
$1,426
$1,097
Save $329
From YEG
Elite
Aug 05
Chicago, United States
74% AI deal score
$1,390
$1,097
Save $293
From YEG
Elite
Sep 18
Chicago, United States
73% AI deal score
$1,903
$1,506
Save $397
From YEG
Elite
Sep 03
Chicago, United States
73% AI deal score
$1,386
$1,109
Save $277
From YEG
Elite
Jun 20
Chicago, United States
73% AI deal score
$1,660
$1,361
Save $299
From YEG
Elite
Aug 23
Chicago, United States
72% AI deal score
$1,613
$1,354
Save $259
From YEG
Elite
Sep 08
Chicago, United States
72% AI deal score
$1,748
$1,443
Save $305
From YEG
Elite
Aug 10
Chicago, United States
72% AI deal score
$1,800
$1,453
Save $347
From YEG
Elite
Sep 15
Chicago, United States
72% AI deal score
$1,776
$1,455
Save $321
From YEG
Elite
Sep 16
Chicago, United States
72% AI deal score
$1,828
$1,486
Save $342
From YEG
Elite
Jul 23
Chicago, United States
71% AI deal score
$1,697
$1,452
Save $245
From YEG
Elite
Aug 16
Chicago, United States
71% AI deal score
$1,636
$1,453
Save $183
From YEG
Elite
Aug 17
Chicago, United States
71% AI deal score
$1,634
$1,453
Save $181
From YEG
Elite
Aug 19
Chicago, United States
71% AI deal score
$1,633
$1,453
Save $180
From YEG
Elite
Jul 24
Chicago, United States
71% AI deal score
$1,698
$1,454
Save $244
From YEG
Elite
Aug 31
Chicago, United States
71% AI deal score
$1,623
$1,455
Save $168
From YEG
Elite
Sep 02
Chicago, United States
71% AI deal score
$1,739
$1,486
Save $253
From YEG
Elite
Sep 04
Chicago, United States
71% AI deal score
$1,745
$1,506
Save $239
From YEG
Elite
Sep 29
Chicago, United States
71% AI deal score
$1,773
$1,579
Save $194
From YEG
Elite
Sep 29
Chicago, United States
71% AI deal score
$1,930
$1,630
Save $300
From YEG
Elite
Sep 29
Chicago, United States
71% AI deal score
$1,915
$1,630
Save $285
From YEG
Elite
Aug 10
Chicago, United States
70% AI deal score
$1,618
$1,469
Save $149
From YEG
Elite
Jul 23
Chicago, United States
70% AI deal score
$1,654
$1,491
Save $163
From YEG
Elite
Jul 24
Chicago, United States
70% AI deal score
$1,658
$1,494
Save $164
From YEG
Elite
Aug 26
Chicago, United States
70% AI deal score
$1,614
$1,506
Save $108
From YEG
Elite
Aug 28
Chicago, United States
70% AI deal score
$1,613
$1,506
Save $107
From YEG
Elite
Aug 29
Chicago, United States
70% AI deal score
$1,614
$1,506
Save $108
From YEG
Elite
Jul 16
Chicago, United States
70% AI deal score
$1,654
$1,512
Save $142
From YEG
Elite
Sep 24
Chicago, United States
70% AI deal score
$1,733
$1,597
Save $136
From YEG
Elite
Sep 08
Chicago, United States
70% AI deal score
$1,777
$1,602
Save $175
From YEG
Elite
Sep 16
Chicago, United States
70% AI deal score
$1,760
$1,609
Save $151
From YEG
Elite
Sep 02
Chicago, United States
70% AI deal score
$1,747
$1,609
Save $138
From YEG
Elite
Sep 02
Chicago, United States
70% AI deal score
$1,720
$1,609
Save $111
From YEG
Elite
Sep 28
Chicago, United States
70% AI deal score
$1,770
$1,609
Save $161
From YEG
Elite
Sep 18
Chicago, United States
70% AI deal score
$1,776
$1,629
Save $147
From YEG
Elite
Aug 31
Chicago, United States
69% AI deal score
$1,623
$1,578
Save $45
From YEG
Elite
Aug 18
Chicago, United States
69% AI deal score
$1,628
$1,579
Save $49
From YEG
Elite
Aug 31
Chicago, United States
69% AI deal score
$1,637
$1,579
Save $58
From YEG
Elite
Aug 17
Chicago, United States
69% AI deal score
$1,634
$1,597
Save $37
From YEG
Elite
Oct 27
Chicago, United States
69% AI deal score
$1,657
$1,597
Save $60
From YEG
Elite
Sep 16
Chicago, United States
69% AI deal score
$1,706
$1,609
Save $97
From YEG
Elite
Nov 23
Chicago, United States
68% AI deal score
$1,612
$1,597
Save $15
From YEG
Elite
Aug 19
Chicago, United States
68% AI deal score
$1,616
$1,597
Save $19
From YEG
Elite
Nov 10
Chicago, United States
68% AI deal score
$1,600
$1,597
Save $3
From YEG
Elite
Aug 23
Chicago, United States
67% AI deal score
$1,627
From YEG
Elite
Jul 31
Chicago, United States
67% AI deal score
$1,728
From YEG
Elite
Jul 14
Chicago, United States
67% AI deal score
$1,728
From YEG
Elite
Jul 27
Chicago, United States
67% AI deal score
$1,729
From YEG
Elite
Nov 16
Chicago, United States
66% AI deal score
$1,597
From YEG
Elite
Aug 10
Chicago, United States
66% AI deal score
$2,214
From YEG
Elite
Jul 13
Chicago, United States
66% AI deal score
$2,401
From YEG
Elite
Nov 10
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Nov 16
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Nov 16
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Nov 16
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Nov 16
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Nov 16
Chicago, United States
50% AI deal score
$1,597
From YEG
Elite
Jun 21
Chicago, United States
50% AI deal score
$1,553
From YEG
Elite
Nov 23
Chicago, United States
49% AI deal score
$1,597
From YEG
Elite
Nov 23
Chicago, United States
48% AI deal score
$1,597
From YEG
Elite
Nov 23
Chicago, United States
48% AI deal score
$1,597