Edmonton → Chicago
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Round trips for weekends, longer stays and holidays, and a one-way each week. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
November 2026
Hotels for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $615 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $392 · 5★ Nobu Hotel Chicago $1,445
Hotels for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $1,210 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $478 · 5★ Nobu Hotel Chicago $3,461
Hotels for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $495 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $206 · 5★ Nobu Hotel Chicago $1,410
Hotels for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $472 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $206 · 5★ Nobu Hotel Chicago $1,262
Hotels for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $873 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $395 · 5★ Nobu Hotel Chicago $2,423
Hotels for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $438 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $290 · 5★ Nobu Hotel Chicago $1,050
Hotels for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey $475 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $326 · 5★ Nobu Hotel Chicago $1,120
Hotels for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $810 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $660 · 5★ Nobu Hotel Chicago $2,976.50
December 2026
Hotels for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $369 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $291 · 5★ Nobu Hotel Chicago $1,256
Hotels for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $345 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $220 · 5★ Nobu Hotel Chicago $1,157
Hotels for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $735 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $281 · 5★ Nobu Hotel Chicago $2,855
Hotels for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $348 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $209 · 5★ Nobu Hotel Chicago $1,369
Hotels for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel $349 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $157 · 5★ Nobu Hotel Chicago $1,101
Hotels for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $681 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $233 · 5★ Nobu Hotel Chicago $2,402
Hotels for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $325 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $157 · 5★ Nobu Hotel Chicago $1,071
Hotels for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey $316 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $157 · 5★ Nobu Hotel Chicago $1,043
Hotels for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $712 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $274 · 5★ Nobu Hotel Chicago $2,226
Hotels for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $340 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $171 · 5★ Nobu Hotel Chicago $945
Hotels for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $329 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $171 · 5★ Nobu Hotel Chicago $973
Hotels for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $838 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $512 · 5★ Nobu Hotel Chicago $2,691
Hotels for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $432 · 4★ Millennium Hotel Knickerbocker Chicago $330 · 5★ Nobu Hotel Chicago $1,305
January 2027
Hotels for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $330 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $128 · 5★ Nobu Hotel Chicago $1,063
Hotels for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $617 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $315 · 5★ Nobu Hotel Chicago $2,470
Hotels for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey $296 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $194 · 5★ Nobu Hotel Chicago $1,079
Hotels for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
February 2027
Hotels for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
March 2027
Hotels for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
April 2027
Hotels for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
May 2027
Hotels for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
June 2027
Hotels for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
July 2027
Hotels for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
August 2027
Hotels for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
September 2027
Hotels for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Hotels for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
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Lowest published fares for the months ahead: $461 round trip, Axel-exclusive, WestJet / Delta Air Lines, 2 stops, Nov 13–16, 2026; $247 one way, Axel-exclusive, WestJet, 2 stops, Nov 17, 2026; 65 priced flights on 65 exact dates, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
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Edmonton (YEG) to Chicago (MDW): November 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $247.00 |
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $508.25 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $296.40 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $552.90 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $552.90 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $517.90 |
Edmonton (YEG) to Chicago (MDW): December 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $260.00 |
| Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $260.00 |
| Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $572.50 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $260.00 |
| Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $572.50 |
| Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $572.50 |
| Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $654.75 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $351.00 |
| Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $654.75 |
| Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $654.75 |
| Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $637.25 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | WestJet | Up to 2 stops each way | Axel-exclusive $351.00 |
| Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $637.25 |
Edmonton (YEG) to Chicago (MDW): January 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $620.80 |
| Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $538.30 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | WestJet | Up to 2 stops each way | Axel-exclusive $247.00 |
| Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | WestJet | Up to 2 stops each way | Axel-exclusive $247.00 |
| Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | WestJet | Up to 2 stops each way | Axel-exclusive $247.00 |
| Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | WestJet | Up to 2 stops each way | Axel-exclusive $247.00 |
| Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $460.75 |
| Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $473.25 |
| Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $473.25 |
Edmonton (YEG) to Chicago (MDW): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027 | WestJet | Up to 2 stops each way | Axel-exclusive $260.00 |
| Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
| Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $485.00 |
Edmonton (YEG) to Chicago (MDW): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $509.25 |
| Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $546.75 |
Edmonton (YEG) to Chicago (MDW): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
| Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
Edmonton (YEG) to Chicago (MDW): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
| May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
Edmonton (YEG) to Chicago (MDW): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
| Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
Edmonton (YEG) to Chicago (MDW): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $603.75 |
| Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $603.75 |
Edmonton (YEG) to Chicago (MDW): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
| Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $575.00 |
Edmonton (YEG) to Chicago (MDW): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $626.75 |
| Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $585.45 |
| Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $546.25 |
| Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027 | WestJet / Delta Air Lines | Up to 2 stops each way | Axel-exclusive $561.00 |
Hotels in Chicago for these trips
Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $615 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $392 total · 5★ Nobu Hotel Chicago, $1,445 total
- Hotels in Chicago for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,210 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $478 total · 5★ Nobu Hotel Chicago, $3,461 total
- Hotels in Chicago for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $495 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $206 total · 5★ Nobu Hotel Chicago, $1,410 total
- Hotels in Chicago for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $472 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $206 total · 5★ Nobu Hotel Chicago, $1,262 total
- Hotels in Chicago for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $873 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $395 total · 5★ Nobu Hotel Chicago, $2,423 total
- Hotels in Chicago for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $438 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $290 total · 5★ Nobu Hotel Chicago, $1,050 total
- Hotels in Chicago for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $475 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $326 total · 5★ Nobu Hotel Chicago, $1,120 total
- Hotels in Chicago for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $810 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $660 total · 5★ Nobu Hotel Chicago, $2,976.50 total
- Hotels in Chicago for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $369 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $291 total · 5★ Nobu Hotel Chicago, $1,256 total
- Hotels in Chicago for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $345 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $220 total · 5★ Nobu Hotel Chicago, $1,157 total
- Hotels in Chicago for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $735 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $281 total · 5★ Nobu Hotel Chicago, $2,855 total
- Hotels in Chicago for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $348 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $209 total · 5★ Nobu Hotel Chicago, $1,369 total
- Hotels in Chicago for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $349 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $157 total · 5★ Nobu Hotel Chicago, $1,101 total
- Hotels in Chicago for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $681 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $233 total · 5★ Nobu Hotel Chicago, $2,402 total
- Hotels in Chicago for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $325 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $157 total · 5★ Nobu Hotel Chicago, $1,071 total
- Hotels in Chicago for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $316 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $157 total · 5★ Nobu Hotel Chicago, $1,043 total
- Hotels in Chicago for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $712 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $274 total · 5★ Nobu Hotel Chicago, $2,226 total
- Hotels in Chicago for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $340 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $171 total · 5★ Nobu Hotel Chicago, $945 total
- Hotels in Chicago for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $329 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $171 total · 5★ Nobu Hotel Chicago, $973 total
- Hotels in Chicago for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $838 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $512 total · 5★ Nobu Hotel Chicago, $2,691 total
- Hotels in Chicago for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $432 total · 4★ Millennium Hotel Knickerbocker Chicago, $330 total · 5★ Nobu Hotel Chicago, $1,305 total
- Hotels in Chicago for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $330 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $128 total · 5★ Nobu Hotel Chicago, $1,063 total
- Hotels in Chicago for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $617 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $315 total · 5★ Nobu Hotel Chicago, $2,470 total
- Hotels in Chicago for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $296 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $194 total · 5★ Nobu Hotel Chicago, $1,079 total
- Hotels in Chicago for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
- Hotels in Chicago for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ Waldorf Astoria Chicago
Route overview: Edmonton to Chicago (MDW) flight deals
2026-11-13 → 2026-11-16 · Axel-exclusive $460.75
- WestJet WS143 / DL2492 / DL4823: YEG 2026-11-13 06:00:00 → MDW 2026-11-13 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-11-13 06:00:00 → YYC 2026-11-13 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-11-13 08:45:00 → MSP 2026-11-13 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-11-13 15:01:00 → MDW 2026-11-13 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2026-11-16 12:30:00 → YEG 2026-11-16 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2026-11-16 12:30:00 → MSP 2026-11-16 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2026-11-16 16:00:00 → YQR 2026-11-16 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2026-11-16 19:45:00 → YEG 2026-11-16 21:40:00.
2026-11-17 · one way · Axel-exclusive $247.00
- WestJet WS143 / DL2492 / DL4823: YEG 2026-11-17 06:00:00 → MDW 2026-11-17 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-11-17 06:00:00 → YYC 2026-11-17 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-11-17 08:45:00 → MSP 2026-11-17 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-11-17 15:01:00 → MDW 2026-11-17 16:53:00.
2026-11-26 → 2026-11-29 · Axel-exclusive $552.90
- WestJet WS143 / DL2492 / DL4823: YEG 2026-11-26 06:00:00 → MDW 2026-11-26 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-11-26 06:00:00 → YYC 2026-11-26 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-11-26 08:45:00 → MSP 2026-11-26 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-11-26 15:01:00 → MDW 2026-11-26 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2026-11-29 12:30:00 → YEG 2026-11-29 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2026-11-29 12:30:00 → MSP 2026-11-29 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2026-11-29 16:00:00 → YQR 2026-11-29 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2026-11-29 19:45:00 → YEG 2026-11-29 21:40:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $485.00
- WestJet WS143 / DL2492 / DL4823: YEG 2026-12-05 06:00:00 → MDW 2026-12-05 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-12-05 06:00:00 → YYC 2026-12-05 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-12-05 08:45:00 → MSP 2026-12-05 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-12-05 15:01:00 → MDW 2026-12-05 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2026-12-12 12:30:00 → YEG 2026-12-12 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2026-12-12 12:30:00 → MSP 2026-12-12 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2026-12-12 16:00:00 → YQR 2026-12-12 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2026-12-12 19:45:00 → YEG 2026-12-12 21:40:00.
2026-12-18 → 2026-12-21 · Axel-exclusive $572.50
- WestJet WS143 / DL2492 / DL4823: YEG 2026-12-18 06:00:00 → MDW 2026-12-18 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-12-18 06:00:00 → YYC 2026-12-18 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-12-18 08:45:00 → MSP 2026-12-18 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-12-18 15:01:00 → MDW 2026-12-18 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2026-12-21 12:30:00 → YEG 2026-12-21 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2026-12-21 12:30:00 → MSP 2026-12-21 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2026-12-21 16:00:00 → YQR 2026-12-21 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2026-12-21 19:45:00 → YEG 2026-12-21 21:40:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $637.25
- WestJet WS143 / DL2492 / DL4823: YEG 2026-12-31 06:00:00 → MDW 2026-12-31 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2026-12-31 06:00:00 → YYC 2026-12-31 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2026-12-31 08:45:00 → MSP 2026-12-31 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2026-12-31 15:01:00 → MDW 2026-12-31 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-01-03 12:30:00 → YEG 2027-01-03 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-01-03 12:30:00 → MSP 2027-01-03 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-01-03 16:00:00 → YQR 2027-01-03 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-01-03 19:45:00 → YEG 2027-01-03 21:40:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $460.75
- WestJet WS143 / DL2492 / DL4823: YEG 2027-01-14 06:00:00 → MDW 2027-01-14 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-01-14 06:00:00 → YYC 2027-01-14 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-01-14 08:45:00 → MSP 2027-01-14 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-01-14 15:01:00 → MDW 2027-01-14 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-01-17 12:30:00 → YEG 2027-01-17 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-01-17 12:30:00 → MSP 2027-01-17 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-01-17 16:00:00 → YQR 2027-01-17 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-01-17 19:45:00 → YEG 2027-01-17 21:40:00.
2027-01-23 → 2027-01-30 · Axel-exclusive $460.75
- WestJet WS143 / DL2492 / DL4823: YEG 2027-01-23 06:00:00 → MDW 2027-01-23 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-01-23 06:00:00 → YYC 2027-01-23 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-01-23 08:45:00 → MSP 2027-01-23 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-01-23 15:01:00 → MDW 2027-01-23 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-01-30 12:30:00 → YEG 2027-01-30 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-01-30 12:30:00 → MSP 2027-01-30 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-01-30 16:00:00 → YQR 2027-01-30 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-01-30 19:45:00 → YEG 2027-01-30 21:40:00.
2027-02-20 → 2027-02-27 · Axel-exclusive $485.00
- WestJet WS143 / DL2492 / DL4823: YEG 2027-02-20 06:00:00 → MDW 2027-02-20 16:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-02-20 06:00:00 → YYC 2027-02-20 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-02-20 08:45:00 → MSP 2027-02-20 11:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-02-20 15:01:00 → MDW 2027-02-20 16:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-02-27 12:30:00 → YEG 2027-02-27 21:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-02-27 12:30:00 → MSP 2027-02-27 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-02-27 16:00:00 → YQR 2027-02-27 18:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-02-27 19:45:00 → YEG 2027-02-27 21:40:00.
2027-05-14 → 2027-05-17 · Axel-exclusive $575.00
- WestJet WS143 / DL2492 / DL4823: YEG 2027-05-14 06:00:00 → MDW 2027-05-14 17:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-05-14 06:00:00 → YYC 2027-05-14 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-05-14 08:45:00 → MSP 2027-05-14 12:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-05-14 16:01:00 → MDW 2027-05-14 17:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-05-17 12:30:00 → YEG 2027-05-17 20:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-05-17 12:30:00 → MSP 2027-05-17 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-05-17 16:00:00 → YQR 2027-05-17 17:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-05-17 18:45:00 → YEG 2027-05-17 20:40:00.
2027-07-10 → 2027-07-17 · Axel-exclusive $603.75
- WestJet WS143 / DL2492 / DL4823: YEG 2027-07-10 06:00:00 → MDW 2027-07-10 17:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-07-10 06:00:00 → YYC 2027-07-10 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-07-10 08:45:00 → MSP 2027-07-10 12:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-07-10 16:01:00 → MDW 2027-07-10 17:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-07-17 12:30:00 → YEG 2027-07-17 20:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-07-17 12:30:00 → MSP 2027-07-17 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-07-17 16:00:00 → YQR 2027-07-17 17:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-07-17 18:45:00 → YEG 2027-07-17 20:40:00.
2027-09-25 → 2027-10-02 · Axel-exclusive $561.00
- WestJet WS143 / DL2492 / DL4823: YEG 2027-09-25 06:00:00 → MDW 2027-09-25 17:53:00; 2 stop(s) via YYC, MSP; 653 minutes. Local airport times.
- WS143: YEG 2027-09-25 06:00:00 → YYC 2027-09-25 07:05:00; layover at YYC: 100 minutes.
- DL2492: YYC 2027-09-25 08:45:00 → MSP 2027-09-25 12:38:00; layover at MSP: 203 minutes.
- DL4823: MSP 2027-09-25 16:01:00 → MDW 2027-09-25 17:53:00.
- Delta Air Lines DL4901 / WS3817 / WS3405: MDW 2027-10-02 12:30:00 → YEG 2027-10-02 20:40:00; 2 stop(s) via MSP, YQR; 550 minutes. Local airport times.
- DL4901: MDW 2027-10-02 12:30:00 → MSP 2027-10-02 14:10:00; layover at MSP: 110 minutes.
- WS3817: MSP 2027-10-02 16:00:00 → YQR 2027-10-02 17:40:00; layover at YQR: 65 minutes.
- WS3405: YQR 2027-10-02 18:45:00 → YEG 2027-10-02 20:40:00.
More dates for this route
- Nov 13, 2026 · Return options
- Nov 21, 2026 · Return options
- Dec 3, 2026 · Return options
- Dec 12, 2026 · Return options
- Dec 24, 2026 · Return options
- Jan 2, 2027 · Return options
- Jan 12, 2027 · Return options
- Jan 22, 2027 · Return options
- Feb 2, 2027 · Return options
- Apr 17, 2027 · Return options
- Jul 10, 2027 · Return options
- Sep 25, 2027 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: Edmonton (YEG) to Chicago (MDW): 65 priced flights on 65 exact dates the months ahead, 1 adult in economy. In the dated tables a price link opens AI flight search for that row's exact dates and travelers; in the observed-flight lists the price is the customer link for the traveler, beside a “See flights for these dates” link for your own check. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
- Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Edmonton to Chicago (MDW) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.