Best Flights starting from $363
from$363economy
Chicago (MDW)
Wed, Jul 1
Roundtrip
Jackson (JAN)
Sun, Jul 5
from$387economy
Chicago (MDW)
Fri, Jul 3
Roundtrip
Jackson (JAN)
Tue, Jul 7
from$387economy
Chicago (MDW)
Sat, Jul 4
Roundtrip
Jackson (JAN)
Wed, Jul 8
from$392economy
Chicago (MDW)
Thu, Jul 2
Roundtrip
Jackson (JAN)
Mon, Jul 6
from$437economy
Chicago (MDW)
Sun, Jul 5
Roundtrip
Jackson (JAN)
Thu, Jul 9
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Other Destinations
Chicago (MDW) to Miami (MIA) in July from $210
From $210
Chicago (MDW) to Durham (RDU) in July from $297
From $297
Chicago (MDW) to San Juan (SJU) in July from $322
From $322
Chicago (MDW) to Las Vegas (LAS) in July from $330
From $330
Chicago (MDW) to Long Beach (LGB) in July from $358
From $358
Chicago (MDW) to Punta Cana (PUJ) in July from $604
From $604
Flights from Other Cities
New York (LGA) to Jackson (JAN) in July from $427
From $427
Grand Island (GRI) to Jackson (JAN) in July from $436
From $436
Durham (RDU) to Jackson (JAN) in October from $277
From $277
Dallas (DFW) to Jackson (JAN) in October from $289
From $289
Houston (Any) to Jackson (JAN) in October from $581
From $581
New York (Any) to Jackson (JAN) in November from $251
From $251
✈️ Flight Guide: Chicago (MDW) → Jackson (JAN)
Complete travel information for your July journey
Departing from Chicago (MDW) FAQs
Jackson-Medgar Wiley Evers International Airport (JAN) is served by major carriers including Delta Connection, American Eagle, Southwest Airlines, and United Express, which commonly offer competitive economy fares. For the cheapest economy tickets, compare fares across these airlines and use flexible dates to find lower-priced departures from Jackson. Book 3–8 weeks in advance for domestic economy savings and check low-cost carrier sales.
For domestic economy departures from Jackson-Medgar Wiley Evers International Airport (JAN), arrive at least 90 minutes before your scheduled departure to allow time for parking, security, and potential traffic. During peak holiday months like December or special events in Jackson, consider arriving two hours early to avoid stress and ensure you can claim your cheapest economy seats. Pre-check-in and mobile boarding passes can cut queue time.
Yes, Jackson-Medgar Wiley Evers International Airport (JAN) offers frequent direct economy flights to major hubs such as Hartsfield–Jackson Atlanta International Airport (ATL), Dallas/Fort Worth International Airport (DFW), and Charlotte Douglas International Airport (CLT). These hubs provide convenient single-connection options to international destinations and can help you find the cheapest onward economy fares. Check schedules for seasonal variations—service to some hubs may be more frequent in summer months.
Typically, the cheapest months to fly economy from Jackson-Medgar Wiley Evers International Airport (JAN) are January (post-holiday), February, and September, when demand is lower and airlines release sale fares. Peak travel months like June–August and December often have higher prices, so book early or target shoulder seasons for the best economy deals. Use fare alerts and flexible-date searches to catch price drops.
In December, winter holidays and events like the Mississippi Christmas Parade can drive up demand and economy fares at Jackson-Medgar Wiley Evers International Airport (JAN), while occasional winter storms may cause delays or cancellations. Book early for December travel and consider refundable or flexible economy fares if traveling during inclement weather. Monitor airport advisories and airline rebooking policies during peak holiday windows.
From Jackson-Medgar Wiley Evers International Airport (JAN), travelers can choose rental cars, rideshares (Uber/Lyft), taxis, and shared shuttles to reach nearby cities including Ridgeland, Flowood, Pearl, and longer trips to New Orleans and Biloxi. Rental counters are located in the terminal and local shuttle services can be booked in advance; factor in drive times when seeking the cheapest economy fare plus ground transport. For longer transfers like Jackson to New Orleans, booking a combined flight or bus ticket can be more economical.
Arriving at Jackson (JAN) FAQs
'Cheapest Economy Arrival (ECONOMY)' here refers to targeting the overall lowest-cost economy-class arrival options rather than a single airport code, using flexible destination searches and fare comparison tools. This approach helps identify the most affordable arrival airports and connections to major cities like New York, Atlanta, Orlando, Dallas, and Chicago. For best results, allow flexibility on dates and airports and use search engines to compare multiple nearby airports.
When searching for the cheapest economy arrival options, travelers often target major hubs such as New York (JFK/EWR), Atlanta (ATL), Orlando (MCO), Dallas (DFW), Chicago (ORD), Miami (MIA), and Los Angeles (LAX). These large airports have high flight volumes and competition, which typically lowers economy fares. Consider landing at a major hub and taking a regional connection or ground transport to your final destination to save money.
To find the absolute cheapest economy arrival airport, use multi-city and flexible-destination search tools on OTAs and meta-search engines, set fare alerts, and compare prices for mid-week arrivals and off-peak hours. Factor in ground transport costs from the arrival airport to your final destination to ensure true savings. Rotating airports and mixing airlines (e.g., flying into Atlanta and out of Charlotte) can yield the lowest total fare.
Yes—September and January traditionally offer lower economy arrival prices due to decreased leisure travel and fewer holidays, making them ideal months to search for the cheapest arrivals. Conversely, summer months and December holidays usually increase fares. Use these month-specific patterns to time purchases and subscribe to fare trackers for target destination alerts.
Ground transport costs vary widely—budget for airport transfers ranging from $10–40 for regional rideshares or public transit at major hubs, and $50+ for longer transfers or private shuttles. When selecting the cheapest arrival airport, include transit time and added expenses to calculate the true cost. Often, a slightly higher airfare to a closer airport can be cheaper overall than the lowest airfare to a remote hub.
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Events & Festivals Impacting Flights from Jackson-Medgar Wiley Evers International Airport (JAN)
Major events that affect flights from Jackson-Medgar Wiley Evers International Airport (JAN) include the Mississippi Arts Festival (April), Mississippi State Fair (October), and holiday-season events in December. Nearby major events like New Orleans Jazz & Heritage Festival (April/May), Miami Art Week (December), and major sporting events in Atlanta or Dallas can also inflate economy fares and airport traffic. Plan travel outside peak festival dates or book well in advance to avoid price surges. CTA: Check event calendars before booking economy flights from Jackson-Medgar Wiley Evers International Airport (JAN).
Best Time to Fly From Jackson-Medgar Wiley Evers International Airport (JAN) for Cheap Economy Fares
The best time to book cheap economy flights from Jackson-Medgar Wiley Evers International Airport (JAN) is typically 3–8 weeks before domestic travel and earlier for holiday periods. Cheapest months often include January, February, and September; avoid peak summer and holiday windows unless booked well in advance. Flying mid-week and selecting early-morning departures can further lower economy fares. CTA: Check fare calendars to identify the best booking window for your Jackson economy flight.
Direct vs Connecting Flights from Jackson-Medgar Wiley Evers International Airport (JAN) — Economy Considerations
Direct flights from Jackson-Medgar Wiley Evers International Airport (JAN) offer convenience and reduced travel time but may cost more than connecting itineraries. Connecting flights through hubs like Atlanta (ATL) or Dallas (DFW) often produce the cheapest economy fares, though they increase total travel time and the risk of missed connections. For budget travelers, a single connection via a major hub typically balances price and reliability; for tight schedules, prioritize direct flights. CTA: Compare direct and connecting economy options from Jackson-Medgar Wiley Evers International Airport (JAN) to find your best value.
Airline Comparison for Economy Flights from Jackson-Medgar Wiley Evers International Airport (JAN)
Delta Connection: Strong hub access via Atlanta (ATL) with frequent schedules—competitive economy fares and useful connections. American Eagle: Good service to Dallas (DFW) and Charlotte (CLT) with frequent regional flights and seasonal promotions. Southwest Airlines: Often the best economy value for domestic travel with two free checked bags and flexible change policies, flying to larger hubs with point-to-point routes. United Express: Offers connections via Chicago (ORD) and Houston (IAH) with competitive economy fares on select routes. Compare total cost including baggage and seat selection to determine the cheapest economy option for your itinerary. CTA: Compare airlines and book the cheapest economy flight from Jackson-Medgar Wiley Evers International Airport (JAN) now.
Seasonal Travel Tips for Economy Travelers from Jackson-Medgar Wiley Evers International Airport (JAN)
Spring: Book early for festivals and spring break; use shoulder weeks for cheaper economy fares. Summer: Expect higher prices—target mid-week flights and consider secondary airports to save. Fall: September and October are ideal for finding low economy fares and pleasant travel weather. Winter: December holidays spike fares; January often offers post-holiday bargains—book flexible or refundable economy tickets to mitigate weather disruptions. Always pack essentials in carry-on, subscribe to fare alerts, and use mobile check-in to streamline your trip from Jackson-Medgar Wiley Evers International Airport (JAN). CTA: Apply seasonal tips to find the cheapest economy flights from JAN today.
Flight Times & Schedules from Jackson-Medgar Wiley Evers International Airport (JAN)
Common flight times from Jackson-Medgar Wiley Evers International Airport (JAN): to Hartsfield–Jackson Atlanta International Airport (ATL) ~1h10; to Dallas/Fort Worth International Airport (DFW) ~1h50–2h05; to Charlotte Douglas International Airport (CLT) ~1h35–1h50; to Orlando International Airport (MCO) ~1h45–2h00; to Chicago O'Hare International Airport (ORD) ~2h05–2h25. Schedules vary seasonally—check early morning flights for lower fares and fewer delays. CTA: View current schedules from Jackson-Medgar Wiley Evers International Airport (JAN) and compare economy flight times.
Cheap Flights from Jackson-Medgar Wiley Evers International Airport (JAN) — Economy Tips
To find the cheapest economy flights from Jackson-Medgar Wiley Evers International Airport (JAN), use flexible-date searches, compare hub airports, and set fare alerts. Consider mid-week departures, red-eye flights, and secondary airports near your destination to reduce prices. Mix-and-match one-way tickets across different carriers can also lower costs. CTA: Start a flexible search for cheap economy flights from Jackson-Medgar Wiley Evers International Airport (JAN) and subscribe to fare alerts.