Minneapolis to Chicago Midway (MSP → MDW). We are tracking 17 fares on this route.
Cheapest tracked fare $59 · typical price $151 · you save about $92 (61%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
—
2026-10-21
Direct
$59
—
2026-11-14
1 stop
$59
—
2026-12-09
Direct
$59
—
2027-01-06
Direct
$59
—
2027-02-03
Direct
$59
—
2027-03-01
Direct
$59
Southwest Airlines
2026-11-12
Direct
$60
Southwest Airlines
2026-12-15
Direct
$60
Southwest Airlines
2026-10-24
Direct
$61
Southwest Airlines
2026-10-29
Direct
$61
Southwest Airlines
2027-01-15
Direct
$61
—
2026-10-28
1 stop
$65
—
2026-11-11
1 stop
$65
—
2026-11-04
1 stop
$65
—
2026-11-02
1 stop
$65
Southwest Airlines
2026-12-24
Direct
$84
Frontier Airlines
2026-11-18
1 stop
$127
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 Minneapolis to Chicago Midway get?
The cheapest fare we have tracked on this route is $59, compared with a typical $151 for a trip of this distance.
Is it cheaper to fly to Chicago Midway 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 Minneapolis to Chicago Midway 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.