Submit feedbackFor a domestic November flight from Jackson–Medgar Wiley Evers International Airport (JAN) to Chicago Midway International Airport (MDW), arrive at least 90 minutes prior for standard check-in and 2 hours if you have checked luggage or travel during holiday peak days. November includes the start of holiday travel (late-November around Thanksgiving), so plan extra time on peak dates and confirm with your airline for suggested arrival.
Direct service between Jackson–Medgar Wiley Evers International Airport (JAN) and Chicago Midway International Airport (MDW) is limited and often seasonal; in November you may find either direct flights or one-stop options depending on airline schedules. If a nonstop option is essential, check carriers' timetables and book in advance—otherwise one-stop routes via hubs like Atlanta or Dallas are common.
November in Jackson is usually mild with average daytime highs around the mid-60s°F and lows in the 40s°F; fog and occasional storms can cause minor delays but winter storm impacts are rare compared to northern airports. Monitor local weather before departure and check airline alerts—Chicago Midway is more likely to have winter-weather delays later in November, which can affect return trips.
To find the cheapest November fares from JAN to MDW, compare flexible dates across multiple search engines, book 3–8 weeks ahead for non-holiday Novembers, and sign up for fare alerts from airlines serving the route. Use location modifiers like 'Jackson to Chicago cheap flights November' and consider midweek departures to lower costs; include nearby airports like Jackson to New Orleans for alternative routing savings.
Jackson–Medgar Wiley Evers International Airport (JAN) offers rental cars, local taxis, ride-share pickups, and some shuttle services—rental counters are in the terminal. For November travel, book rental cars in advance due to holiday demand and allow extra travel time for downtown Jackson, nearby cities like Meridian, or Gulfport connections.
As of November, there are no universal travel bans at Jackson–Medgar Wiley Evers International Airport (JAN), but airlines and local authorities may have varying mask or testing policies; always check current airline guidance and the airport website prior to travel. Keep vaccination proofs or test results if required by your destination or return itinerary, and enroll in airline notifications for the latest health advisories.
From Chicago Midway International Airport (MDW), the CTA Orange Line offers an affordable and direct ride to downtown Chicago year-round; travel time is typically 25–35 minutes. In November, bring a warm coat for short outdoor walks to stations and consider rail if roads are slick—ride-shares and taxis are reliable alternatives for door-to-door service, especially with luggage.
November often brings colder temperatures and increasing chance of rain or the first snow events in Chicago, which can lead to deicing delays and occasional arrival hold times at Chicago Midway International Airport (MDW). Allow extra time for connections and check the airport and airline status before landing; pack layers if continuing travel into downtown or the suburbs like Naperville or Elk Grove Village.
Chicago Midway International Airport (MDW) offers several dining and amenity options useful during November travel, including heated indoor seating, restaurants, and some club lounge partner options accessible via day passes. For longer layovers, use the airport's free Wi-Fi and indoor dining to stay warm and charged while en route to Naperville, Oak Brook, or downtown Chicago.
Driving or ride-share is typically fastest from Chicago Midway International Airport (MDW) to suburbs like Naperville or Oak Brook, with travel times ranging from 30–60 minutes depending on traffic and weather. Public transit options involve CTA to Metra transfers and can take longer; in November, check road conditions and consider pre-booking ride-shares on snowy or rainy days.
Late-November arrivals at Chicago Midway International Airport (MDW) should anticipate higher passenger volumes around Thanksgiving and Black Friday; arrive early for baggage claim and plan ground transportation in advance. Book airport shuttles or ride-shares ahead of time, keep flexible return options, and use keywords like 'MDW holiday travel tips' when searching for up-to-date advice.
November features several events that affect JAN–MDW travel: in Jackson, university football games and regional cultural events can raise local departures; in Chicago, major attractions include Thanksgiving events, holiday markets (Christkindlmarket often opens late November), and NFL games that draw visitors. These events can increase late-November airfare and lodging rates—book early for Thanksgiving weekend. Use event-focused searches such as 'flights to Chicago for Thanksgiving from Jackson' to align travel dates with ticket availability.
The best time to fly JAN to MDW in November is early to mid-month and on weekdays (Tuesday–Thursday) to find lower fares and fewer crowds. Avoid the Wednesday–Sunday window around Thanksgiving when fares spike and airport congestion increases. For reliability, choose morning flights that depart JAN before major hub storms propagate; for cheaper fares, search midweek and consider red-eye or late-night departures if comfortable.
Nonstop flights (when available) between Jackson–Medgar Wiley Evers International Airport (JAN) and Chicago Midway International Airport (MDW) minimize travel time and reduce missed-connection risk—valuable in November when weather can add unpredictability. Connecting flights are often cheaper and offer more schedule options but increase total travel time and exposure to delays at larger hubs. For November travel, choose connections with at least 75–90 minutes domestically to allow for possible deicing or late arrivals, and check airline rebooking policies if winter storms are forecast.
Southwest, American, and Delta commonly service routes connecting Jackson–Medgar Wiley Evers International Airport (JAN) to Chicago-area destinations; however, flights specifically to Chicago Midway International Airport (MDW) are most frequently operated by Southwest. Southwest offers free checked bags (helpful for November holiday travel) and multiple daily flights into MDW. American and Delta typically route through their hubs (DFW, ATL) and may offer competitive fares; consider baggage fees, seat selection, and change policies when comparing. Use airline-specific search terms like 'Southwest JAN to MDW November' to surface carrier-specific offers.
Pack layers for November: lightweight insulating layers and a windproof coat for Chicago, and a light jacket for warmer Jackson conditions. Expect the possibility of deicing delays into Midway—allow a buffer for tight connections and consider trip insurance or flexible tickets if traveling during Thanksgiving week. Subscribe to airline text alerts and check both Jackson–Medgar Wiley Evers International Airport (JAN) and Chicago Midway International Airport (MDW) status pages before traveling. For baggage, verify airline limits and take advantage of Southwest’s free checked bags if booked on that carrier.
Nonstop flight time (if available) from Jackson–Medgar Wiley Evers International Airport (JAN) to Chicago Midway International Airport (MDW) is roughly 1 hour 50 minutes to 2 hours. Most itineraries are one-stop and vary from 3.5 to 6+ hours depending on layover length and routing through hubs like Atlanta or Dallas. In November, morning departures often reduce the chance of cascading delays from earlier-day weather, while late-evening flights may face fewer ground-traffic delays but can be more susceptible to winter storm disruptions.
To secure cheap November fares from Jackson–Medgar Wiley Evers International Airport (JAN) to Chicago Midway International Airport (MDW), use flexible-date searches and compare midweek departures. Book 3–8 weeks ahead for non-holiday November travel; for Thanksgiving week, reserve tickets 2–3 months in advance. Search alternative nearby departure/arrival airports (e.g., New Orleans MSY or Chicago O'Hare ORD) to compare price differences. Create fare alerts with primary keywords like 'JAN to MDW November deals' and consider one-stop itineraries via major hubs for lower prices.
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Book your economy class flight from Jackson (JAN) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your november trip.
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Book your economy class flight from Jackson (JAN) to Chicago (MDW)and save money on your travel. Compare all flight options to find the best deal for your november trip.
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