Cheap flights from Chicago to Winnipeg from £126
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How much do flights to Winnipeg cost?
Getting from Winnipeg's airport to the city center
Fastest options: taxi or ride-hailing services. Best value: Winnipeg Transit bus.
Transport Option | Typical Time | Typical Cost | Frequency | Best For |
|---|---|---|---|---|
30-45 min | $3 – $3.50; cash fare or Peggo card | every 15–30 min (traffic dependent) | budget travelers | |
20-30 min | $25 – $40; metered fare; varies by destination | on-demand 24/7 (traffic dependent) | convenience with luggage | |
20-30 min | $20 – $35; surge pricing may apply | on-demand via app (traffic dependent) | app-based booking | |
20-30 min | $20 – $35; surge pricing may apply | on-demand via app (traffic dependent) | ride-hailing alternative | |
20-30 min | $40 – $100; daily rate; varies by provider | on-demand at airport (traffic dependent) | flexibility and exploration | |
20-30 min | $50 – $80; pre-booked; fixed rate | by reservation (traffic dependent) | groups or business travelers |
Notes:
- Prices in CAD; table created in 2025 and subject to change.
- Winnipeg Transit Route 15 connects the airport to downtown via Portage Avenue.
- Taxi stands are located outside the arrivals level; ride-hailing pickup is at designated areas.
- Road traffic can significantly affect journey times, especially during rush hours.
- We recommend checking official transport websites for your travel planning.
Updated: December 2025
Key info about flying to Winnipeg
Weekly direct flights
Discover the top airlines offering direct flights from Chicago to Winnipeg in the next month. You’ll find the number of daily direct flights per airline in the chart.
| Airline | Mon 18.05 | Tue 19.05 | Wed 20.05 | Thu 21.05 | Fri 22.05 | Sat 23.05 | Sun 24.05 |
|---|---|---|---|---|---|---|---|
| 1 | 1 | 1 | 2 | 2 | 2 | 2 | |
| Weekly flights: 11 total | Daily flights: 1.57 average | Most flights: Thursday 2 flights |
| Airline | Mon 25.05 | Tue 26.05 | Wed 27.05 | Thu 28.05 | Fri 29.05 | Sat 30.05 | Sun 31.05 |
|---|---|---|---|---|---|---|---|
| 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Monday 2 flights |
| Airline | Mon 01.06 | Tue 02.06 | Wed 03.06 | Thu 04.06 | Fri 05.06 | Sat 06.06 | Sun 07.06 |
|---|---|---|---|---|---|---|---|
| 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Monday 2 flights |
| Airline | Mon 08.06 | Tue 09.06 | Wed 10.06 | Thu 11.06 | Fri 12.06 | Sat 13.06 | Sun 14.06 |
|---|---|---|---|---|---|---|---|
| 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Monday 2 flights |
Check-in for a flight from Chicago to Winnipeg
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| WestJet | WJA | WS | No |
| Porter Airlines | POE | PD | No |
| United Airlines | UAL | UA | No |
| JetBlue Airways | JBU | B6 | No |
| Flair Airlines | FLE | F8 | Yes |
Online check-in is not available for these airlines.
Weather in Winnipeg
Average Weather
| Month | Average monthly max temperature | Average monthly min temperature |
| January | -10°C | -19°C |
| February | -9°C | -18°C |
| March | -1°C | -9°C |
| April | 7°C | -1°C |
| May | 17°C | 7°C |
| June | 22°C | 12°C |
| July | 25°C | 15°C |
| August | 25°C | 14°C |
| September | 20°C | 10°C |
| October | 10°C | 3°C |
| November | 0°C | -5°C |
| December | -8°C | -14°C |
14 day forecast
Frequently asked questions
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