Cheap flights from Chicago (MDW)

Chicago's compact south-side airport and major Southwest base

Midway sits about 16 km southwest of downtown Chicago in the Garfield Ridge neighbourhood and is the city's secondary airport behind O'Hare. Southwest operates one of its largest bases here, accounting for the majority of departures, joined by Delta, Frontier, Volaris and Porter Airlines. The airport focuses on domestic routes plus limited service to Mexico and Canada.

Why search this airport on Flightmussy

Airlines flying from Chicago (MDW)

Major carriers: Southwest, Delta, Frontier, Porter Airlines. Low-cost carriers: Southwest, Frontier, Volaris.

Popular destinations from Chicago (MDW)

Frequently asked questions

What is the cheapest month to fly from Midway?
Mid-January through February and the first three weeks of September consistently produce the lowest MDW fares. Flightmussy's 12-month fare heatmap pinpoints the exact week each Southwest route bottoms out, which often differs by 30% from the same fare bucket at O'Hare.
Which airlines fly out of MDW?
Southwest is by far the dominant operator, with Delta, Frontier, Volaris and Porter Airlines running smaller schedules. International service is limited to a few Mexico and Canada routes. Flightmussy lists every airline in a single no-signup search.
How far is Midway from downtown Chicago?
MDW sits about 16 km southwest of downtown Chicago in Garfield Ridge. The CTA Orange Line connects the terminal directly to the Loop in 25-30 minutes for a couple of dollars, making it the cheapest airport-to-downtown rail link of any major U.S. city.
Can I combine Midway and O'Hare in one search?
Yes. Flightmussy's multi-airport origin filter lets you query MDW and ORD together so you can spot a Southwest deal at Midway alongside legacy and international fares from O'Hare. The heatmap shows which airport is cheapest by week for each route.

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About Flightmussy

Flightmussy is a free flight meta-search built by one person in Oslo. No signup, no ads, no tracking, no email capture. Compare fares across airlines and see 12 months of prices at a glance — including low-cost carriers Google Flights often deprioritises (Widerøe, Wizz Air, Norwegian, Ryanair). Pay with a card at the airline, or use the Crypto button on any result to check out in BTC, ETH, USDT, BNB or AVA via Travala.

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