Discovering Affordable Flights from Montreal to Chicago

Are you dreaming of exploring the Windy City without breaking the bank? Finding cheap flights from Montreal to Chicago is possible with the right strategies. In this guide, we’ll share valuable tips and tricks to help you snag budget-friendly airfare and make your journey to Chicago an affordable adventure.

1. Plan Ahead: Booking your flight well in advance is a smart way to secure lower fares. Airlines often offer their best deals to travelers who plan ahead. Aim to book your tickets at least a month or more before your desired departure date to take advantage of early bird discounts.

2. Be Flexible with Dates: You have a better chance of discovering more affordable flights if your travel dates are flexible. Utilize flight search tools to compare costs for various dates. Flying on weekdays or during off-peak seasons can yield significant savings.

3. Use Fare Comparison Websites: Harness the power of online tools like Google Flights, Skyscanner, or Kayak to compare prices from multiple airlines and travel agencies. These platforms provide a comprehensive view of available flights, helping you identify the most cost-effective options.

4. Set Fare Alerts: Stay on top of fluctuating prices by setting up fare alerts on travel websites and apps. You’ll receive notifications when fares drop for flights from Montreal to Chicago. This is particularly useful if you can afford to wait for the best deals.

5. Consider Nearby Airports: Chicago boasts several airports, including O’Hare International Airport (ORD) and Midway International Airport (MDW). Expand your search to include nearby airports, as they might offer lower fares. Be sure to factor in transportation costs and convenience when evaluating your options.

6. Redeem Frequent Flyer Miles and Reward Points: If you’re a frequent traveler or have credit card reward points, consider using them to offset flight costs. Frequent flyer miles and reward points can lead to discounted or even free tickets, helping you save substantially.

7. Travel Light: Many airlines charge additional fees for checked baggage. To avoid these costs, pack efficiently and aim to travel with only carry-on luggage whenever possible. This not only saves you money but also reduces the time you spend at the airport.

8. Explore Different Airlines: Don’t limit your search to a single airline. Explore various carriers to find the most economical options. Keep in mind that low-cost carriers may offer competitive base fares, but be sure to check for additional fees and amenities.

9. Round-Trip Tickets vs. One-Way Tickets: Compare prices for both round-trip and one-way tickets. Sometimes, booking a round-trip ticket can be more cost-effective than purchasing two separate one-way tickets. Assess your travel plans to determine which option provides the best value.

10. Embrace Layovers: Direct flights are convenient but often come with a higher price tag. If you’re open to layovers, you can find more affordable flights with a bit of extra travel time. Ensure you have sufficient layover time to make connecting flights stress-free.

11. Special Discounts: Airlines frequently offer discounts for specific groups such as students, seniors, military personnel, and more. Check if you qualify for any special fares when booking your flight, as these discounts can result in substantial savings.

12. Follow Airlines and Travel Deal Platforms: Stay updated on exclusive promotions and flash sales by following airlines and travel deal websites on social media and subscribing to their newsletters. They often share limited-time offers that can lead to significant discounts.

Information about travelling from Flights from Montreal to Chicago-

  • Popular airlines who fly from Chicago to Montreal
    US Airways, Air Canada, Porter Airlines, American Airlines
  • There is on average 30.9mm more rain in Montreal than Chicago for this month
    Chicago : 59.6 mm
    Montreal : 90.5 mm
  • Average deal for this trip
    $611.69 (CAD)
  • Most popular airline for this trip
    US Airways
  • Montreal is 19% colder than Chicago
    Chicago : 16 °C
    Montreal : 13 °C
  • Currency exchange rate
    $1.00(USD) = $1.36(CAD)
Flight information from Montreal to Chicago 
  • The average delay from Montreal to Chicago is 33 minutes.
  • A one-stop flight from Montreal to Chicago typically costs $313.41.
  • An average direct trip from Montreal to Chicago costs $313.59.
  • The most widely used aircraft for flights between Montreal and Chicago is the Embraer (RJ145).
  • There are typically 421 flights every week between Montreal and Chicago.
  • On occasion, flights between Montreal and Chicago are canceled.
Cost of living in Montreal and Chicago

Montreal is 7% more expensive than Chicago

Montreal   Chicago
Apples (1kg) $3.96   $4.76
Apartment (1 bedroom) in city centre $1 082.41   $1 988.46
Imported beer at restaurant $7.49   $7.46
Loaf of white bread $3.98   $2.71
Utilities (Electricity, Heating, …) for medium apartment $101.22   $188.86