April is one of the best times of the year to fly to Winnipeg from Chicago Midway Airport. Prices for April average $466 per person but you can even find prices for as low as $226. The most expensive prices can be found in the month of May. Opting for a April flight can save you 17% on your journey compared to booking in May
When flying from Chicago Midway Airport to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Travelers have found it’s best to book a flight 48 days in advance to save up to 100% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 48 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Winnipeg 1-2 weeks in advance for as low as $597, or $954 for flights within the next 24 hours.