Cheap flights from Chicago to Winnipeg from £176
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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 05.10 | Tue 06.10 | Wed 07.10 | Thu 08.10 | Fri 09.10 | Sat 10.10 | Sun 11.10 |
|---|---|---|---|---|---|---|---|
| 2 | 2 | 1 | 2 | 1 | 2 | 2 | |
| --- | --- | 1 | --- | 1 | --- | --- | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Monday 2 flights |
| Airline | Mon 12.10 | Tue 13.10 | Wed 14.10 | Thu 15.10 | Fri 16.10 | Sat 17.10 | Sun 18.10 |
|---|---|---|---|---|---|---|---|
| --- | --- | 2 | --- | --- | 1 | --- | |
| 2 | 2 | --- | 2 | 2 | 1 | 2 | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Wednesday 2 flights |
| Airline | Mon 19.10 | Tue 20.10 | Wed 21.10 | Thu 22.10 | Fri 23.10 | Sat 24.10 | Sun 25.10 |
|---|---|---|---|---|---|---|---|
| --- | 2 | --- | 1 | 2 | 1 | 1 | |
| 2 | --- | 2 | 1 | 2 | 1 | 1 | |
| Weekly flights: 16 total | Daily flights: 2.29 average | Most flights: Tuesday 2 flights |
| Airline | Mon 26.10 | Tue 27.10 | Wed 28.10 | Thu 29.10 | Fri 30.10 | Sat 31.10 | Sun 01.11 |
|---|---|---|---|---|---|---|---|
| 1 | 1 | 1 | 1 | 1 | 1 | 1 | |
| 1 | 1 | 1 | 1 | 1 | 1 | 1 | |
| Weekly flights: 14 total | Daily flights: 2 average | Most flights: Monday 1 flights |
Check-in for a flight from Chicago to Winnipeg
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| Air Canada | ACA | AC | Yes |
| WestJet | WJA | WS | No |
| Porter Airlines | POE | PD | No |
| Frontier Airlines | FFT | F9 | 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 | 6°C |
| June | 22°C | 12°C |
| July | 26°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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