Hartford (BDL) to Chicago (MDW) · May 31, 2027 · one way

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: Hartford to Chicago (MDW) flight deals

2027-05-31 · one way · Axel-exclusive $203.50

• Southwest Airlines WN3343: BDL 2027-05-31 19:25:00 → MDW 2027-05-31 20:50:00; nonstop; 145 minutes. Local airport times.

2027-05-31 · one way · Axel-exclusive $253.00

• Delta Air Lines DL2964 / DL4684: BDL 2027-05-31 05:17:00 → MDW 2027-05-31 09:46:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
  • DL2964: BDL 2027-05-31 05:17:00 → DTW 2027-05-31 07:29:00; layover at DTW: 101 minutes.
  • DL4684: DTW 2027-05-31 09:10:00 → MDW 2027-05-31 09:46:00.

2027-05-31 · one way · Axel-exclusive $203.50

• Southwest Airlines WN454: BDL 2027-05-31 07:20:00 → MDW 2027-05-31 08:50:00; nonstop; 150 minutes. Local airport times.

2027-05-31 · one way · Axel-exclusive $214.50

• Southwest Airlines WN449 / WN1071: BDL 2027-05-31 12:30:00 → MDW 2027-05-31 16:30:00; 1 stop(s) via BWI; 300 minutes. Local airport times.
  • WN449: BDL 2027-05-31 12:30:00 → BWI 2027-05-31 13:50:00; layover at BWI: 95 minutes.
  • WN1071: BWI 2027-05-31 15:25:00 → MDW 2027-05-31 16:30:00.

2027-05-31 · one way · Axel-exclusive $214.50

• Southwest Airlines WN418 / WN1005: BDL 2027-05-31 08:40:00 → MDW 2027-05-31 12:55:00; 1 stop(s) via BNA; 315 minutes. Local airport times.
  • WN418: BDL 2027-05-31 08:40:00 → BNA 2027-05-31 10:15:00; layover at BNA: 70 minutes.
  • WN1005: BNA 2027-05-31 11:25:00 → MDW 2027-05-31 12:55:00.

Explore this route

• All dates for this route
• May 30, 2027 · Return options
• Jun 1, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Hartford (BDL) to Chicago (MDW) · May 31, 2027 · one way: 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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