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Route overview: Milwaukee to Chicago (MDW) flight deals

Milwaukee → Chicago

Dec 5, 2026 · return Dec 8, 2026

MKE → MDW1 adulteconomyRound trip

2 flight options · 1 airline

Nonstop flights

Sat, Dec 5 – Tue, Dec 8

Southwest Airlines
5:40 amMKE
1h 5m
Nonstop
6:45 amMDW
Southwest Airlines
10:10 amMDW
50m
Nonstop
11:00 amMKE

Round-trip total · 1 adult · Taxes included

Sat, Dec 5 – Tue, Dec 8

Southwest Airlines
4:45 pmMKE
50m
Nonstop
5:35 pmMDW
Southwest Airlines
10:10 amMDW
50m
Nonstop
11:00 amMKE

Round-trip total · 1 adult · Taxes included

Make this trip yours

MKE ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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All dates for this routeDec 4, 2026 → Dec 7, 2026Dec 6, 2026 → Dec 9, 2026
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Route overview: Milwaukee to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-05 → 2026-12-08Southwest AirlinesWN4802 / WN1915$229.002026-10-29T01:30:18Z
2026-12-05 → 2026-12-08Southwest AirlinesWN496 / WN1915$229.002026-10-29T01:30:18Z

2026-12-05 → 2026-12-08 · $229.00

  • Southwest Airlines WN4802: MKE 2026-12-05 05:40:00 → MDW 2026-12-05 06:45:00; nonstop; 65 minutes. Local airport times.
  • Southwest Airlines WN1915: MDW 2026-12-08 10:10:00 → MKE 2026-12-08 11:00:00; nonstop; 50 minutes. Local airport times.

2026-12-05 → 2026-12-08 · $229.00

  • Southwest Airlines WN496: MKE 2026-12-05 16:45:00 → MDW 2026-12-05 17:35:00; nonstop; 50 minutes. Local airport times.
  • Southwest Airlines WN1915: MDW 2026-12-08 10:10:00 → MKE 2026-12-08 11:00:00; nonstop; 50 minutes. Local airport times.

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