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Chicago → Winnipeg

Dec 21, 2026 · return Dec 23, 2026

ORD → YWG1 adulteconomyRound trip

5 flight options · 3 airlines

Nonstop flights

Mon, Dec 21 – Wed, Dec 23

United Airlines
9:35 amORD
3h 48m
Nonstop
1:23 pmYWG
United Airlines
8:00 amYWG
1h 45m
Nonstop
9:45 amORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Wed, Dec 23

United Airlines
3:50 pmORD
3h 38m
Nonstop
7:28 pmYWG
United Airlines
8:00 amYWG
1h 45m
Nonstop
9:45 amORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Wed, Dec 23

Air Canada
12:50 pmORD
7h 19m
YYZ · 1h 47m
8:09 pmYWG
Air Canada
12:05 pmYWG
5h 38m
YYZ · 1h 55m
5:43 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Wed, Dec 23

Delta Air Lines
5:42 pmORD
6h 51m
MSP · 2h 35m
12:33 am+1YWG
Delta Air Lines
1:38 pmYWG
6h 7m
MSP · 3h 45m
7:45 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Wed, Dec 23

United Airlines
7:03 amORD
7h 46m
YYZ · 2h 13m
2:49 pmYWG
United Airlines
8:00 amYWG
1h 45m
Nonstop
9:45 amORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ YWG

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2026-12-23United AirlinesUA5475 / UA5521$572.002026-10-29T01:53:34Z
2026-12-21 → 2026-12-23Air CanadaAC8904 + AC267 / AC264 + AC8909$533.002026-10-29T01:53:34Z
2026-12-21 → 2026-12-23Delta Air LinesDL1306 + DL3656 / DL3871 + DL1435$572.002026-10-29T01:53:34Z
2026-12-21 → 2026-12-23United AirlinesUA5438 / UA5521$572.002026-10-29T01:53:34Z
2026-12-21 → 2026-12-23United AirlinesUA1708 + AC265 / UA5521$559.002026-10-29T01:53:34Z

2026-12-21 → 2026-12-23 · $572.00

  • United Airlines UA5475: ORD 2026-12-21 09:35:00 → YWG 2026-12-21 13:23:00; nonstop; 228 minutes. Local airport times.
  • United Airlines UA5521: YWG 2026-12-23 08:00:00 → ORD 2026-12-23 09:45:00; nonstop; 105 minutes. Local airport times.

2026-12-21 → 2026-12-23 · $533.00

  • Air Canada AC8904 / AC267: ORD 2026-12-21 12:50:00 → YWG 2026-12-21 20:09:00; 1 stop(s) via YYZ; 439 minutes. Local airport times.
    • AC8904: ORD 2026-12-21 12:50:00 → YYZ 2026-12-21 15:33:00; layover at YYZ: 107 minutes.
    • AC267: YYZ 2026-12-21 17:20:00 → YWG 2026-12-21 20:09:00.
  • Air Canada AC264 / AC8909: YWG 2026-12-23 12:05:00 → ORD 2026-12-23 17:43:00; 1 stop(s) via YYZ; 338 minutes. Local airport times.
    • AC264: YWG 2026-12-23 12:05:00 → YYZ 2026-12-23 14:35:00; layover at YYZ: 115 minutes.
    • AC8909: YYZ 2026-12-23 16:30:00 → ORD 2026-12-23 17:43:00.

2026-12-21 → 2026-12-23 · $572.00

  • Delta Air Lines DL1306 / DL3656: ORD 2026-12-21 17:42:00 → YWG 2026-12-22 00:33:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
    • DL1306: ORD 2026-12-21 17:42:00 → MSP 2026-12-21 19:14:00; layover at MSP: 155 minutes.
    • DL3656: MSP 2026-12-21 21:49:00 → YWG 2026-12-22 00:33:00.
  • Delta Air Lines DL3871 / DL1435: YWG 2026-12-23 13:38:00 → ORD 2026-12-23 19:45:00; 1 stop(s) via MSP; 367 minutes. Local airport times.
    • DL3871: YWG 2026-12-23 13:38:00 → MSP 2026-12-23 14:10:00; layover at MSP: 225 minutes.
    • DL1435: MSP 2026-12-23 17:55:00 → ORD 2026-12-23 19:45:00.

2026-12-21 → 2026-12-23 · $572.00

  • United Airlines UA5438: ORD 2026-12-21 15:50:00 → YWG 2026-12-21 19:28:00; nonstop; 218 minutes. Local airport times.
  • United Airlines UA5521: YWG 2026-12-23 08:00:00 → ORD 2026-12-23 09:45:00; nonstop; 105 minutes. Local airport times.

2026-12-21 → 2026-12-23 · $559.00

  • United Airlines UA1708 / AC265: ORD 2026-12-21 07:03:00 → YWG 2026-12-21 14:49:00; 1 stop(s) via YYZ; 466 minutes. Local airport times.
    • UA1708: ORD 2026-12-21 07:03:00 → YYZ 2026-12-21 09:47:00; layover at YYZ: 133 minutes.
    • AC265: YYZ 2026-12-21 12:00:00 → YWG 2026-12-21 14:49:00.
  • United Airlines UA5521: YWG 2026-12-23 08:00:00 → ORD 2026-12-23 09:45:00; nonstop; 105 minutes. Local airport times.

More dates for this route