Chicago Midway to Miami (MDW → MIA). We are tracking 19 fares on this route.
Cheapest tracked fare $81 · typical price $183 · you save about $102 (56%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
Frontier Airlines
2026-10-01
1 stop
$81
Southwest Airlines
2026-11-02
Direct
$83
Frontier Airlines
2026-09-09
1 stop
$122
Frontier Airlines
2026-10-02
1 stop
$127
Frontier Airlines
2026-09-11
1 stop
$130
Frontier Airlines
2026-09-21
1 stop
$131
Frontier Airlines
2026-09-20
1 stop
$131
Frontier Airlines
2026-09-14
1 stop
$133
Frontier Airlines
2026-09-19
1 stop
$135
Frontier Airlines
2026-10-03
1 stop
$135
Frontier Airlines
2026-11-09
1 stop
$135
Frontier Airlines
2026-11-12
1 stop
$135
Frontier Airlines
2026-10-26
1 stop
$136
Frontier Airlines
2026-09-06
1 stop
$137
Southwest Airlines
2026-09-05
1 stop
$145
Frontier Airlines
2026-09-12
1 stop
$148
Frontier Airlines
2026-09-13
1 stop
$148
Frontier Airlines
2026-11-05
1 stop
$155
Frontier Airlines
2026-10-04
1 stop
$155
Could you save more?
The airport you were going to fly from is often not the cheapest one. Compare every airport in a region against each other, or check whether a multi-day stopover beats the direct fare.
How cheap can flights from Chicago Midway to Miami get?
The cheapest fare we have tracked on this route is $81, compared with a typical $183 for a trip of this distance.
Is it cheaper to fly to Miami from a different airport?
Often, yes. Fares out of secondary airports are frequently cheaper than the obvious hub, but they are the ones most likely to be missing from a normal search. Our reverse search compares every airport in a region against each other so the cheaper departure point is not hidden.
Could a stopover make Chicago Midway to Miami cheaper?
Sometimes. On thin long-haul routes a two-leg trip with a multi-day stopover can beat the direct fare, and occasionally a direct fare is not sold at all. Our detour search prices those routings against the direct flight.