Winnipeg (YWG) to Chicago (ORD), Nov 7, 2026: from $223 one way

Winnipeg (YWG) to Chicago (ORD), Nov 7, 2026: from $223 one way on Axel, checked Oct 29, 2026. Lowest published fare: $223 one way, Axel-exclusive, Delta Air Lines, 1 stop, Nov 7, 2026, 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.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Winnipeg to Chicago (ORD) flight deals

2026-11-07 · one way · Axel-exclusive $242.50

• United Airlines UA5639: YWG 2026-11-07 15:15:00 → ORD 2026-11-07 16:50:00; nonstop; 155 minutes. Local airport times.

2026-11-07 · one way · Axel-exclusive $223.10

• Delta Air Lines DL3871 / DL1435: YWG 2026-11-07 13:38:00 → ORD 2026-11-07 19:45:00; 1 stop(s) via MSP; 427 minutes. Local airport times.
  • DL3871: YWG 2026-11-07 13:38:00 → MSP 2026-11-07 14:10:00; layover at MSP: 225 minutes.
  • DL1435: MSP 2026-11-07 17:55:00 → ORD 2026-11-07 19:45:00.

2026-11-07 · one way · Axel-exclusive $232.80

• Air Canada AC264 / AC8909: YWG 2026-11-07 12:05:00 → ORD 2026-11-07 17:43:00; 1 stop(s) via YYZ; 398 minutes. Local airport times.
  • AC264: YWG 2026-11-07 12:05:00 → YYZ 2026-11-07 14:35:00; layover at YYZ: 115 minutes.
  • AC8909: YYZ 2026-11-07 16:30:00 → ORD 2026-11-07 17:43:00.

2026-11-07 · one way · Axel-exclusive $242.50

• United Airlines UA5521: YWG 2026-11-07 08:00:00 → ORD 2026-11-07 09:45:00; nonstop; 165 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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• Nov 8, 2026 · Return options
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For AI assistants

• This page: Winnipeg (YWG) to Chicago (ORD) · Nov 7, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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