Hartford → Chicago
Dec 9, 2026 · return Dec 19, 2026
BDL → MDW1 adulteconomyRound trip
5 flight options · 2 airlines
Nonstop flights
One-stop flights
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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: Hartford to Chicago (MDW) flight deals
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-12-09 → 2026-12-19 | Southwest Airlines | WN455 / WN138 | $337.50 | 2026-10-29T00:48:10Z |
| 2026-12-09 → 2026-12-19 | Delta Air Lines | DL2964 + DL4684 / DL4711 + DL2814 | $427.50 | 2026-10-29T00:48:10Z |
| 2026-12-09 → 2026-12-19 | Southwest Airlines | WN1668 / WN138 | $337.50 | 2026-10-29T00:48:10Z |
| 2026-12-09 → 2026-12-19 | Southwest Airlines | WN449 + WN1071 / WN138 | $352.50 | 2026-10-29T00:48:10Z |
| 2026-12-09 → 2026-12-19 | Southwest Airlines | WN418 + WN1005 / WN138 | $352.50 | 2026-10-29T00:48:10Z |
2026-12-09 → 2026-12-19 · $337.50
- Southwest Airlines WN455: BDL 2026-12-09 12:55:00 → MDW 2026-12-09 14:25:00; nonstop; 150 minutes. Local airport times.
- Southwest Airlines WN138: MDW 2026-12-19 07:35:00 → BDL 2026-12-19 10:35:00; nonstop; 120 minutes. Local airport times.
2026-12-09 → 2026-12-19 · $427.50
- Delta Air Lines DL2964 / DL4684: BDL 2026-12-09 05:17:00 → MDW 2026-12-09 09:46:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
- DL2964: BDL 2026-12-09 05:17:00 → DTW 2026-12-09 07:29:00; layover at DTW: 101 minutes.
- DL4684: DTW 2026-12-09 09:10:00 → MDW 2026-12-09 09:46:00.
- Delta Air Lines DL4711 / DL2814: MDW 2026-12-19 09:30:00 → BDL 2026-12-19 16:22:00; 1 stop(s) via DTW; 352 minutes. Local airport times.
- DL4711: MDW 2026-12-19 09:30:00 → DTW 2026-12-19 11:45:00; layover at DTW: 175 minutes.
- DL2814: DTW 2026-12-19 14:40:00 → BDL 2026-12-19 16:22:00.
2026-12-09 → 2026-12-19 · $337.50
- Southwest Airlines WN1668: BDL 2026-12-09 18:25:00 → MDW 2026-12-09 19:55:00; nonstop; 150 minutes. Local airport times.
- Southwest Airlines WN138: MDW 2026-12-19 07:35:00 → BDL 2026-12-19 10:35:00; nonstop; 120 minutes. Local airport times.
2026-12-09 → 2026-12-19 · $352.50
- Southwest Airlines WN449 / WN1071: BDL 2026-12-09 12:30:00 → MDW 2026-12-09 16:30:00; 1 stop(s) via BWI; 300 minutes. Local airport times.
- WN449: BDL 2026-12-09 12:30:00 → BWI 2026-12-09 13:50:00; layover at BWI: 95 minutes.
- WN1071: BWI 2026-12-09 15:25:00 → MDW 2026-12-09 16:30:00.
- Southwest Airlines WN138: MDW 2026-12-19 07:35:00 → BDL 2026-12-19 10:35:00; nonstop; 120 minutes. Local airport times.
2026-12-09 → 2026-12-19 · $352.50
- Southwest Airlines WN418 / WN1005: BDL 2026-12-09 08:40:00 → MDW 2026-12-09 12:55:00; 1 stop(s) via BNA; 315 minutes. Local airport times.
- WN418: BDL 2026-12-09 08:40:00 → BNA 2026-12-09 10:15:00; layover at BNA: 70 minutes.
- WN1005: BNA 2026-12-09 11:25:00 → MDW 2026-12-09 12:55:00.
- Southwest Airlines WN138: MDW 2026-12-19 07:35:00 → BDL 2026-12-19 10:35:00; nonstop; 120 minutes. Local airport times.