Chicago (MDW) to Baltimore (BWI) · Nov 13, 2026 · return Nov 27, 2026

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Baltimore (BWI) flight deals

2026-11-13 → 2026-11-27 · Axel-exclusive $304.75

• Southwest Airlines WN1223: MDW 2026-11-13 07:30:00 → BWI 2026-11-13 10:20:00; nonstop; 110 minutes. Local airport times.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

2026-11-13 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN598 / WN3088: MDW 2026-11-13 10:10:00 → BWI 2026-11-13 15:35:00; 1 stop(s) via MKE; 265 minutes. Local airport times.
  • WN598: MDW 2026-11-13 10:10:00 → MKE 2026-11-13 11:00:00; layover at MKE: 105 minutes.
  • WN3088: MKE 2026-11-13 12:45:00 → BWI 2026-11-13 15:35:00.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

2026-11-13 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN1461 / WN376: MDW 2026-11-13 08:50:00 → BWI 2026-11-13 13:45:00; 1 stop(s) via ROC; 235 minutes. Local airport times.
  • WN1461: MDW 2026-11-13 08:50:00 → ROC 2026-11-13 11:30:00; layover at ROC: 60 minutes.
  • WN376: ROC 2026-11-13 12:30:00 → BWI 2026-11-13 13:45:00.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

2026-11-13 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN4479 / WN309: MDW 2026-11-13 13:50:00 → BWI 2026-11-13 18:40:00; 1 stop(s) via CLE; 230 minutes. Local airport times.
  • WN4479: MDW 2026-11-13 13:50:00 → CLE 2026-11-13 16:10:00; layover at CLE: 70 minutes.
  • WN309: CLE 2026-11-13 17:20:00 → BWI 2026-11-13 18:40:00.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

2026-11-13 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN1354 / WN1190: MDW 2026-11-13 13:20:00 → BWI 2026-11-13 18:35:00; 1 stop(s) via CMH; 255 minutes. Local airport times.
  • WN1354: MDW 2026-11-13 13:20:00 → CMH 2026-11-13 15:25:00; layover at CMH: 110 minutes.
  • WN1190: CMH 2026-11-13 17:15:00 → BWI 2026-11-13 18:35:00.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

2026-11-13 → 2026-11-27 · Axel-exclusive $317.25

• Southwest Airlines WN548 / WN1305: MDW 2026-11-13 10:20:00 → BWI 2026-11-13 15:45:00; 1 stop(s) via IND; 265 minutes. Local airport times.
  • WN548: MDW 2026-11-13 10:20:00 → IND 2026-11-13 12:20:00; layover at IND: 110 minutes.
  • WN1305: IND 2026-11-13 14:10:00 → BWI 2026-11-13 15:45:00.
• Southwest Airlines WN1797 / WN2088: BWI 2026-11-27 10:50:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via RDU; 300 minutes. Local airport times.
  • WN1797: BWI 2026-11-27 10:50:00 → RDU 2026-11-27 12:05:00; layover at RDU: 105 minutes.
  • WN2088: RDU 2026-11-27 13:50:00 → MDW 2026-11-27 14:50:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
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For AI assistants

• This page: Chicago (MDW) to Baltimore (BWI) · Nov 13, 2026 · return Nov 27, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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