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November departures from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) typically see steady route frequency with a mix of nonstop and one-stop options. For best deals, search flexible dates across the first three weeks of November and target midweek flights for lower fares; expect flight durations around 2 hours for nonstop services. Consider nearby cities (Quebec City, Ottawa, Toronto, Burlington, Boston, New York) for alternate routing or multi-city trips, and monitor winter travel advisories—pack layers and allow extra transfer time. Ready to book? Compare fares now for Monday–Thursday departures to secure the best Montreal to Chicago flight deals this November.
Arriving at Chicago O'Hare International Airport (ORD) from Montreal (All Airports) (YMQA) in November means preparing for cool weather and the start of holiday crowds. Plan your transfer to downtown via CTA Blue Line or pre-book a shuttle/taxi—expect about 35–60 minutes depending on traffic and time of day. Check visa/customs if applicable, verify baggage allowances with your carrier, and consider nearby day trips to Evanston, Naperville, or Milwaukee that are easily accessed from ORD. Ready to explore Chicago? Book your ground transfer in advance to beat peak November demand.
November brings holiday kickoffs and seasonal events on the YMQA→ORD corridor. In Chicago, expect attractions such as the Magnificent Mile holiday lights and parades, Christkindlmarket (mid-to-late November), and the Chicago Thanksgiving Parade—events that boost hotel demand and flight bookings. In Montreal, Remembrance Day services (Nov 11) and early Christmas markets and cultural exhibitions can raise local travel. If you plan to attend these events, book flights and accommodation early and consider arriving one day before major festivities for a stress-free experience.
The best time to fly from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) in November is typically midweek (Tuesday–Thursday) and during the first three weeks of the month before Thanksgiving travel surges. Book 3–8 weeks in advance for general November travel; for late-November holidays, aim for 6–10 weeks out. Early-morning flights often have fewer delays and lower fares, while peak travel days around U.S. Thanksgiving will see higher prices—plan and book early if traveling at month-end. CTA: Check flexible-date pricing and lock in November midweek flights to save.
Nonstop flights from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) are fastest and most convenient, usually taking around two hours. Connecting options via Toronto (YYZ), Boston (BOS), or New York (NYC) may save money but add travel time and risk during November weather; typical layovers range from 60 minutes to 3+ hours. Choose nonstop for short trips and business travel; opt for connecting flights to access lower fares or flexible routing. If booking a connection in November, allow extra buffer for potential de-icing delays and choose longer minimum connection times when possible.
Air Canada, United, and American Airlines commonly operate the Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) route in November. Air Canada often offers convenient codeshares and loyalty benefits for Aeroplan members; United provides strong connectivity through its Chicago hub; American may have competitive pricing with AAdvantage perks. Low-cost or regional carriers can provide lower base fares but may charge separately for seat selection and checked bags—factor total price when comparing. Review fare families, baggage allowances, and schedule convenience to pick the right November flight for your priorities.
Prepare for cold, variable weather when flying from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) in November: pack layered clothing, a warm coat, and slip-resistant shoes for icy surfaces. Check in online, arrive at the airport earlier than usual (recommended 2.5–3 hours for international departures from Montreal if applicable, 90–120 minutes for domestic/within-Canada flights), and monitor airline alerts for de-icing or weather delays. Consider travel insurance for holiday travel, keep all essential documents and medications in carry-on luggage, and pre-book ground transport from ORD to avoid long waits during festival weekends. CTA: Review airline winter policies and confirm your connection times before you travel this November.
Nonstop flights from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) generally take about 1 hour 55 minutes to 2 hours 15 minutes. In November you can expect multiple daily frequencies on major carriers—early-morning departures for business travelers and mid-afternoon/evening services for leisure passengers. If flying during Thanksgiving week late in November, add buffer time for schedule adjustments and increased passenger volumes. Check current airline timetables and subscribe to schedule-change alerts for the most accurate November departure and arrival windows.
To secure cheap flights from Montreal (All Airports) (YMQA) to Chicago O'Hare International Airport (ORD) in November, search at least 3 weeks ahead for standard travel and 6–10 weeks for holiday weekend travel. Monitor fare sales from Air Canada, United, American Airlines, and low-cost alternatives; use flexible-date tools and set alerts for price drops. Consider one-way combinations (mix carriers) and nearby alternate airports (Toronto, Burlington, Boston) for potential savings. Typical bargain one-way fares in November can start around low-to-mid $100s CAD/USD when booked in advance—compare now and sign up for price alerts to capture flash sales. CTA: Compare YMQA to ORD fares and set alerts today to lock in November savings.