Seattle (SEA) to Chicago (MDW) · Jan 2, 2027 · return Jan 9, 2027

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: Seattle to Chicago (MDW) flight deals

2027-01-02 → 2027-01-09 · Axel-exclusive $405.00

• Southwest Airlines WN4975: SEA 2027-01-02 00:15:00 → MDW 2027-01-02 06:05:00; nonstop; 230 minutes. Local airport times.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $461.25

• Delta Air Lines DL536 / DL4714: SEA 2027-01-02 08:30:00 → MDW 2027-01-02 16:39:00; 1 stop(s) via MSP; 369 minutes. Local airport times.
  • DL536: SEA 2027-01-02 08:30:00 → MSP 2027-01-02 13:48:00; layover at MSP: 72 minutes.
  • DL4714: MSP 2027-01-02 15:00:00 → MDW 2027-01-02 16:39:00.
• Delta Air Lines DL5469 / DL877: MDW 2027-01-09 10:24:00 → SEA 2027-01-09 16:53:00; 1 stop(s) via MSP; 509 minutes. Local airport times.
  • DL5469: MDW 2027-01-09 10:24:00 → MSP 2027-01-09 12:09:00; layover at MSP: 170 minutes.
  • DL877: MSP 2027-01-09 14:59:00 → SEA 2027-01-09 16:53:00.

2027-01-02 → 2027-01-09 · Axel-exclusive $405.00

• Southwest Airlines WN333: SEA 2027-01-02 10:45:00 → MDW 2027-01-02 16:40:00; nonstop; 235 minutes. Local airport times.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $386.25

• Southwest Airlines WN3158 / WN1156: SEA 2027-01-02 07:55:00 → MDW 2027-01-02 17:40:00; 1 stop(s) via SAN; 465 minutes. Local airport times.
  • WN3158: SEA 2027-01-02 07:55:00 → SAN 2027-01-02 10:40:00; layover at SAN: 65 minutes.
  • WN1156: SAN 2027-01-02 11:45:00 → MDW 2027-01-02 17:40:00.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $386.25

• Southwest Airlines WN698 / WN1769: SEA 2027-01-02 15:45:00 → MDW 2027-01-03 00:45:00; 1 stop(s) via DAL; 420 minutes. Local airport times.
  • WN698: SEA 2027-01-02 15:45:00 → DAL 2027-01-02 21:30:00; layover at DAL: 60 minutes.
  • WN1769: DAL 2027-01-02 22:30:00 → MDW 2027-01-03 00:45:00.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $386.25

• Southwest Airlines WN3823 / WN776: SEA 2027-01-02 13:35:00 → MDW 2027-01-02 21:30:00; 1 stop(s) via DEN; 355 minutes. Local airport times.
  • WN3823: SEA 2027-01-02 13:35:00 → DEN 2027-01-02 17:05:00; layover at DEN: 60 minutes.
  • WN776: DEN 2027-01-02 18:05:00 → MDW 2027-01-02 21:30:00.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $386.25

• Southwest Airlines WN424 / WN1932: SEA 2027-01-02 14:05:00 → MDW 2027-01-03 00:15:00; 1 stop(s) via LAS; 490 minutes. Local airport times.
  • WN424: SEA 2027-01-02 14:05:00 → LAS 2027-01-02 16:30:00; layover at LAS: 140 minutes.
  • WN1932: LAS 2027-01-02 18:50:00 → MDW 2027-01-03 00:15:00.
• Southwest Airlines WN1673: MDW 2027-01-09 22:00:00 → SEA 2027-01-10 00:45:00; nonstop; 285 minutes. Local airport times.

2027-01-02 → 2027-01-09 · Axel-exclusive $461.25

• Delta Air Lines DL810 / DL4684: SEA 2027-01-02 23:14:00 → MDW 2027-01-03 09:46:00; 1 stop(s) via DTW; 512 minutes. Local airport times.
  • DL810: SEA 2027-01-02 23:14:00 → DTW 2027-01-03 06:29:00; layover at DTW: 161 minutes.
  • DL4684: DTW 2027-01-03 09:10:00 → MDW 2027-01-03 09:46:00.
• Delta Air Lines DL5469 / DL877: MDW 2027-01-09 10:24:00 → SEA 2027-01-09 16:53:00; 1 stop(s) via MSP; 509 minutes. Local airport times.
  • DL5469: MDW 2027-01-09 10:24:00 → MSP 2027-01-09 12:09:00; layover at MSP: 170 minutes.
  • DL877: MSP 2027-01-09 14:59:00 → SEA 2027-01-09 16:53:00.

Explore this route

• All dates for this route
• Jan 1, 2027 · Return options
• Jan 3, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Seattle (SEA) to Chicago (MDW) · Jan 2, 2027 · return Jan 9, 2027: 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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