Best Flights starting from $253
from$253economy
Nashville (BNA)
Wed, Jun 24
Roundtrip
Chicago (MDW)
Sat, Jul 4
from$253economy
Nashville (BNA)
Sat, Jun 27
Roundtrip
Chicago (MDW)
Tue, Jul 7
from$288economy
Nashville (BNA)
Mon, Jun 22
Roundtrip
Chicago (MDW)
Thu, Jul 2
from$292economy
Nashville (BNA)
Tue, Jun 23
Roundtrip
Chicago (MDW)
Fri, Jul 3
from$292economy
Nashville (BNA)
Fri, Jun 26
Roundtrip
Chicago (MDW)
Mon, Jul 6
from$307economy
Nashville (BNA)
Thu, Jun 25
Roundtrip
Chicago (MDW)
Sun, Jul 5
from$307economy
Nashville (BNA)
Sun, Jun 28
Roundtrip
Chicago (MDW)
Wed, Jul 8
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Other Destinations
Nashville (BNA) to San Diego (SAN) in June from $114
From $114
Nashville (BNA) to Fort Lauderdale (FLL) in June from $162
From $162
Nashville (BNA) to Newark (EWR) in June from $167
From $167
Nashville (BNA) to New York (JFK) in June from $197
From $197
Nashville (BNA) to Miami (MIA) in June from $263
From $263
Nashville (BNA) to Las Vegas (LAS) in June from $324
From $324
Flights from Other Cities
Denver (DEN) to Chicago (MDW) in September from $149
From $149
Sarasota (SRQ) to Chicago (MDW) in September from $402
From $402
Mobile (MOB) to Chicago (MDW) in October from $165
From $165
Fort Lauderdale (Any) to Chicago (MDW) in October from $228
From $228
Tampa (Any) to Chicago (MDW) in October from $317
From $317
Sarasota (SRQ) to Chicago (MDW) in October from $435
From $435
✈️ Flight Guide: Nashville (BNA) → Chicago (MDW)
Complete travel information for your June journey
Departing from Nashville (BNA) FAQs
To find the cheapest flights from Chicago Midway International Airport (MDW) in February, compare fare calendars on Google Flights and Skyscanner and set price alerts for your route. Southwest often posts competitive economy fares from MDW to domestic hubs, so check weekly flash sales and be flexible by 1–2 days to capture lower fares. Also consider nearby departure flexibility (O'Hare vs Midway) for additional savings.
At Chicago Midway International Airport (MDW), arrive 90 minutes before domestic economy flights and at least two hours before international departures to account for security lines and possible crowds. Peak times are weekday mornings (6–9 AM) and holidays; use TSA PreCheck or CLEAR when possible to shorten wait times and check real-time wait estimates on the MDW official website.
From Chicago Midway International Airport (MDW), travelers commonly access downtown Chicago, Milwaukee, Indianapolis, Detroit, Minneapolis, and popular vacation hubs like Orlando, Las Vegas, and Cancun via affordable economy fares. MDW's strong domestic route network means convenient connections to these cities with competitive prices, especially on low-cost carriers.
Yes — July is a peak travel month with higher demand and prices for flights departing Chicago Midway International Airport (MDW), particularly to beach and leisure destinations like Orlando, Cancun, and Los Angeles. Book 6–12 weeks in advance for the best economy fares and monitor fare alerts; consider mid-week departures to lower costs.
The most reliable public option is the CTA Orange Line train, which runs between downtown Chicago and Chicago Midway International Airport (MDW) frequently and is cost-effective. Rideshares, taxis, and airport shuttles are widely available; allow extra time during rush hour or major events to avoid delays.
Cheapest economy fares from Chicago Midway International Airport (MDW) often exclude checked bags and seat selection, so factor baggage and ancillary fees into the total trip cost. Compare bundled fare options versus à la carte pricing on airline sites and use fare-comparison tools to see true door-to-door prices before booking.
Arriving at Chicago (MDW) FAQs
Arriving in Economy Class (ECONOMY) typically means basic seat assignment, carry-on allowance, and possible additional fees for checked baggage depending on the airline. Always check the specific carrier policy before booking — low-cost carriers may charge for both carry-on and checked bags, while legacy carriers often include a carry-on.
Cheapest economy fares from Chicago Midway International Airport (MDW) often bring travelers to major hubs such as New York City, Los Angeles, Orlando, Las Vegas, Miami, and international leisure spots like Cancun. These routes are frequently served by budget-friendly itineraries and seasonal discounts.
In March, economy arrivals often coincide with spring-break traffic, so expect busier airports and longer immigration or baggage claim waits at popular destinations. To reduce stress, pack essential items in a carry-on, arrive prepared for delays, and consider priority lanes where available.
Economy travelers arriving at busy hubs may face longer immigration, customs, and baggage claim times, and fewer priority services. To streamline your arrival, have documents ready, use mobile passport/express lanes where available, and check airport maps for quick transit options to trains or buses.
For cheap economy return flights to Chicago Midway International Airport (MDW) in November, search flexible dates in early November, avoid the Thanksgiving week peak, and set fare alerts on multiple OTAs. Booking 6–10 weeks ahead typically secures lower fares, and considering alternate nearby airports can yield further savings.
Upon arrival, economy travelers should plan ground transport in advance by checking public transit options, shared shuttles, and rideshares to reduce arrival costs. Many airports offer budget bus or rail connections to city centers and nearby major cities — research schedules and book where possible to avoid expensive on-the-spot fares.
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Events & Festivals Impacting Fares — Chicago Midway International Airport (MDW) & Popular Destinations
Major events and festivals around Chicago — including Lollapalooza (July), the Chicago Marathon (October), and Taste of Chicago (summer) — drive demand and increase economy fares from Chicago Midway International Airport (MDW). Similarly, destination events (e.g., Miami Art Week, New York Fashion Week, conferences) raise arrival prices. To avoid inflated economy fares, travel outside event weekends, book early, or select alternative nearby airports. Monitor local event calendars and use fare alerts to avoid booking into peak event windows unless necessary.
Best Time to Fly from Chicago Midway International Airport (MDW) — Economy Fare Calendar
The best time to fly from Chicago Midway International Airport (MDW) in economy for cheap fares is generally September through early November and January through early March — shoulder and off-peak periods. Midweek departures (Tuesday, Wednesday) and red-eye flights frequently offer the lowest prices. Avoid major Chicago events (Lollapalooza, Chicago Marathon) and holiday windows like Thanksgiving and Christmas if seeking the cheapest economy airfares. Use flexible-date tools and set fare alerts to identify the exact best days for your route.
Direct vs Connecting Flights from Chicago Midway International Airport (MDW) — Economy Trade-offs
Direct (nonstop) flights from Chicago Midway International Airport (MDW) provide clear time savings and lower risk of missed connections, but they may cost more than connecting itineraries on the cheapest economy fares. Connecting flights can significantly reduce price — especially on long-haul routes — but add travel time and increase the chance of delays and baggage mishandling. For the best economy value, compare total door-to-door time and ancillary fees; sometimes two one-way tickets with a connection produce the lowest overall fare. Prioritize nonstop when short on time or when connections are tight; choose connecting when maximizing savings.
Airline Comparison — Cheapest Economy Options from Chicago Midway International Airport (MDW)
Major carriers serving Chicago Midway International Airport (MDW) include Southwest Airlines (dominant low-cost carrier at MDW), American Airlines, Delta Air Lines, and United Airlines on select routes. Southwest often offers the most consistent low base fares and two free checked bags on many itineraries, making it a strong value for economy travelers. Legacy carriers may appear pricier but sometimes include carry-on and more flexible change policies; watch for bundled 'basic economy' fares that strip perks. Compare total cost including baggage, seat selection, and change fees. CTA: Compare airline economy fares from Chicago Midway (MDW) now to find the best overall value.
Seasonal Travel Tips — Save on Economy Fares from Chicago Midway International Airport (MDW)
Winter: Book early for holiday travel, consider early January for bargains, and pack layers for cold-weather arrival logistics. Spring: Look for March shoulder-season deals but avoid peak spring-break weeks for beach destinations. Summer: Secure tickets 8–12 weeks ahead and prioritize nonstop schedules; use fare alerts for flash sales. Fall: September–October often offer the cheapest economy fares and fewer crowds — great for city breaks. Always factor in baggage fees and airport transfer costs when evaluating the cheapest economy options from Chicago Midway International Airport (MDW). CTA: Use seasonal tips to find the cheapest economy flights from MDW — set alerts and compare carriers today.
Flight Time and Schedules — From Chicago Midway International Airport (MDW) on Economy Fares
Typical nonstop flight durations from Chicago Midway International Airport (MDW) in economy class: to New York City ~2 hours, to Miami ~3 hours, to Orlando ~2.5 hours, to Los Angeles ~4 hours, and to Las Vegas ~3.75 hours. MDW's schedule is heavy on domestic routes, with Southwest operating many frequent flights; expect higher frequencies to hubs like Denver, Dallas, and Phoenix during summer and holiday seasons. For the cheapest economy fares, early-morning and late-night departures often cost less, while midday flights can be pricier due to business demand. Use airline schedule pages and Google Flights to check specific daily frequencies and seasonal route adjustments.
Cheap Flights from Chicago Midway International Airport (MDW) — Economy Fare Strategies
To secure the cheapest economy flights from Chicago Midway International Airport (MDW), use a combination of fare calendars, price alerts, and flexible-date searches. Primary keywords include 'cheap flights from MDW' and 'Midway economy fares.' Consider booking 3–8 weeks in advance for domestic low-season travel and 8–12 weeks for peak summer dates. Compare legacy carriers (American, Delta, United) with low-cost options like Southwest which often offers competitive MDW fares. Use multi-search engines (Google Flights, Skyscanner, Kayak) and sign up for airline newsletters to catch flash sales. CTA: Start searching cheap flights from Chicago Midway (MDW) now and subscribe to fare alerts.