Other Options for This Route
Other Destinations
Miami (MIA) to Charlotte (CLT) in November from $50
From $50
Miami (MIA) to Newark (EWR) in November from $51
From $51
Miami (MIA) to New York (JFK) in November from $58
From $58
Miami (MIA) to Atlanta (ATL) in November from $74
From $74
Miami (MIA) to Boston (BOS) in November from $79
From $79
Miami (MIA) to Phoenix (Any) in November from $94
From $94
Flights from Other Cities
Orlando (MCO) to Chicago (MDW) in November from $77
From $77
Mobile (MOB) to Chicago (MDW) in November from $165
From $165
Fort Lauderdale (Any) to Chicago (MDW) in November from $203
From $203
Atlanta (ATL) to Chicago (MDW) in November from $208
From $208
Jackson (JAN) to Chicago (MDW) in November from $512
From $512
Nashville (BNA) to Chicago (MDW) in December from $167
From $167
✈️ Flight Guide: Miami (MIA) → Chicago (MDW)
Complete travel information for your November journey
November is a transitional month for Miami International Airport (MIA) departures: hurricane season has ended, but holiday demand, especially around Thanksgiving, raises fares and occupancy. Travelers heading to Chicago Midway International Airport (MDW) should monitor fare trackers 6–8 weeks in advance and target midweek departures for lower rates. Morning flights can reduce weather-related delays; book parking and check Metrorail schedules to ensure timely arrival at MIA. Use keywords like 'cheap flights Miami to Chicago Midway' and 'MIA to MDW Thanksgiving deals' when searching to surface the best sales.
Departing from Miami (MIA) FAQs
For domestic flights from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) in November, arrive at least 2 hours before departure. November brings holiday travel spikes around Thanksgiving, so if you travel on peak dates add an extra 30–60 minutes for security lines and checked baggage. Check-in online and use TSA PreCheck if available to speed through screening.
Miami International Airport (MIA) offers short-term parking in the Main Terminal Garage and long-term options in the Dolphin and Flamingo garages as well as economy lots with shuttle service. Rates vary by lot and time of year—expect higher demand and slightly higher fees during November holiday weekends. Use the official Miami-Dade Aviation website for current rates and book long-term parking in advance to save.
Nonstop flights between Miami International Airport (MIA) and Chicago Midway International Airport (MDW) typically take about 3 hours to 3 hours 15 minutes airborne. Total trip time will vary with taxiing and potential delays—budget extra time for deboarding and ground transport once you land at Midway. Compare nonstop and one-stop options when booking to balance price versus duration.
In November, MIA sees steady travel after the hurricane season and rising holiday bookings—pack layers because Miami mornings can be cool and Chicago will be much colder. Monitor flights for Thanksgiving-week surges and sign up for airline alerts to get real-time gate and delay information. Book MIA to MDW flights early to lock in lower fares and use fare trackers to capture sales.
From downtown Miami to Miami International Airport (MIA) you can choose Metrorail (Orange Line connection via the Miami Intermodal Center), ride-hail services, taxis, and airport shuttles. The Metrorail and Tri-Rail connections can be most cost-effective during weekday travel; ride-hail and taxis are faster for early-morning or late-night flights. Plan for slightly longer travel times during November events and weekend football games.
Luggage rules depend on your airline, but most carriers on the MIA to MDW route allow one carry-on and one personal item; checked bag fees often apply. In November, pack for variable weather—include a warm layer for Chicago—and follow TSA liquid and battery rules. Confirm size and weight limits with your airline before departure to avoid unexpected fees at Miami International Airport (MIA).
Arriving at Chicago Midway International Airport (MDW) in November from Miami International Airport (MIA) requires planning for colder temperatures and possible light precipitation. The CTA Orange Line is a reliable link to downtown Chicago, while ride-hail and taxis are convenient for suburban connections. Expect Thanksgiving-week congestion; arriving midweek or early in the morning can reduce wait times. Use search queries like 'MIA to MDW cheap flights November' and 'Midway arrival weather November' when researching.
Arriving at Chicago (MDW) FAQs
Chicago Midway International Airport (MDW) offers quick access to downtown Chicago via the CTA Orange Line rail, taxis, ride-hail services, and airport shuttles. The Orange Line takes about 25–30 minutes to downtown, which is often faster than driving during weekday rush hours. In November, watch for colder temperatures — have a plan for luggage and dressing warmly when leaving MDW.
November at Chicago Midway International Airport (MDW) is typically cool to cold, with average highs in the 40s°F (4–9°C) and increasing chances of rain or light snow as the month progresses. Dress in layers and prepare for brisk winds arriving from Lake Michigan—pack a warm coat if you are traveling from Miami International Airport (MIA). Check local forecasts before landing and plan extra time for ground transport in inclement weather.
Several carriers, including Southwest Airlines and American Airlines, commonly operate direct flights between Miami International Airport (MIA) and Chicago Midway International Airport (MDW); schedules vary by season and airline. Southwest has a strong presence at MDW, frequently offering competitive fares and flexible policies. Compare airline schedules and use the 'MIA to MDW nonstop' search phrase to find current direct options.
After arriving at Chicago Midway International Airport (MDW), follow signs to baggage claim and consult the arrival monitors for your carousel—claims are usually efficient but can be slower during peak holiday periods. MDW has centralized ground transportation outside the terminal; if you have oversized luggage, ask baggage handlers for assistance. Keep your baggage receipts and monitor airline apps for real-time updates.
From Chicago Midway International Airport (MDW) you can easily reach downtown Chicago, Oak Park, Cicero, suburbs like Naperville and Aurora (via Metra or rideshare), and even northern Indiana cities like Gary. Travelers often connect to tourist hotspots including Navy Pier, the Magnificent Mile, and Lincoln Park after arriving at MDW. Plan transit times—commutes to Naperville or Aurora can be 45–90 minutes depending on connections.
November sees heightened travel around Thanksgiving, which can increase arrival traffic at Chicago Midway International Airport (MDW) and lead to longer wait times at baggage claim and ground transport pickup. Outside of holiday peaks, mid-November weekdays are typically moderate. To reduce stress, check arrival status, enroll in airline notifications, and consider off-peak arrival times.
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November Events & Festivals Affecting MIA to MDW Travel
November travel on the MIA to MDW route is shaped by Thanksgiving demand and local events. Miami hosts art and film festivals in early November which can modestly increase airport use, while Chicago ramps up holiday markets and marathon-adjacent events. Thanksgiving week is the single busiest period—expect higher fares and fuller flights both to and from Miami International Airport (MIA) and Chicago Midway International Airport (MDW). Travel early in the week or after the holiday weekend to avoid peak crowds.
Best Time to Fly from Miami International Airport (MIA) to Chicago Midway International Airport (MDW)
The best time to fly from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) in November is midweek (Tuesday–Thursday) and early morning. These windows typically yield lower fares and fewer cumulative delays. Avoid peak holiday travel days around Thanksgiving Eve and Sunday after Thanksgiving when prices and congestion spike. Use search terms like 'cheap MIA MDW midweek November' and set flexible-date searches to find the best combinations of price and schedule.
Tips
- Book midweek to capture lower demand fares.
- Choose flights that depart early from MIA to minimize chance of snow-related delays at MDW later in the day.
- If traveling near Thanksgiving, secure tickets 6–8 weeks in advance.
Direct vs Connecting Flights: Miami International Airport (MIA) to Chicago Midway International Airport (MDW)
Nonstop flights from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) offer the fastest door-to-door travel (about 3–3.25 hours airborne) and reduce risks associated with missed connections—ideal for business travelers or short trips. Connecting flights may be cheaper, especially off-peak in November, but can add 2–5+ hours depending on layover length and airport. If you prioritize price or loyalty rewards, a one-stop itinerary could be worth the time; if you prioritize reliability and simplicity, choose nonstop.
Airline Comparison for MIA to MDW — November Options
Southwest Airlines typically has a significant share of flights to Chicago Midway International Airport (MDW) and often offers competitive fares with two free checked bags, making it attractive for families and longer stays. American Airlines offers frequent service from Miami International Airport (MIA) with connectivity benefits for AAdvantage members, but checked bag fees may apply depending on fare class. Delta may offer connecting options via Detroit or Atlanta if nonstop schedules are limited. For November travel, compare total trip cost including baggage, change fees, and schedule convenience to determine the best airline.
November Seasonal Travel Tips for Miami (MIA) to Chicago Midway (MDW)
When flying from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) in November, pack warm layers for Chicago and light clothes for Miami to manage temperature changes. Check weather forecasts 48–72 hours ahead—early-morning flights reduce the chance of weather delays—while holiday windows around Thanksgiving require earlier airport arrival and flexible fare options. Keep chargers, travel documents, and a compact umbrella handy; monitor TSA and airline notifications for screening and gate changes.
Flight Time & Schedules — Miami International Airport (MIA) to Chicago Midway International Airport (MDW)
Nonstop flights from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) usually take about 3 hours to 3 hours 15 minutes airborne. Most daily schedules concentrate on morning and early-afternoon departures from MIA to capture business and leisure demand; evening options are available but may be limited. In November, prefer early morning departures to minimize ripple effects from weather delays that can accumulate later in the day. Check airline timetables and use search phrases like 'MIA to MDW schedule November' to view up-to-date windows.
Find Cheap Flights from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) in November
To find cheap flights from Miami International Airport (MIA) to Chicago Midway International Airport (MDW) in November, set price alerts and search flexible dates. Midweek departures (Tuesday–Thursday) and early-morning flights often yield the lowest fares. Use keywords like 'MIA to MDW cheap flights November' and 'Miami to Midway fare sale' when searching on aggregators. Consider booking 4–8 weeks ahead and checking both Southwest and American Airlines for competitive rates. If you travel around Thanksgiving, book earlier—3–6 weeks prior—to avoid premium holiday pricing.