Flights from Hartford to the Midwest for 4 days

Flights for your trip

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

2026-11-20 · one way · $214.65

• American Airlines AA3678: BDL 2026-11-20 12:27:00 → ORD 2026-11-20 14:20:00; nonstop; 173 minutes. Local airport times.

2026-11-20 · one way · $228.15

• United Airlines UA2142: BDL 2026-11-20 09:35:00 → ORD 2026-11-20 11:26:00; nonstop; 171 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $351.33

• American Airlines AA3678: BDL 2026-11-27 12:27:00 → ORD 2026-11-27 14:20:00; nonstop; 173 minutes. Local airport times.
• American Airlines AA2074: ORD 2026-12-04 08:10:00 → BDL 2026-12-04 11:20:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $374.83

• United Airlines UA1182: BDL 2026-11-27 17:01:00 → ORD 2026-11-27 18:52:00; nonstop; 171 minutes. Local airport times.
• United Airlines UA664: ORD 2026-12-04 14:30:00 → BDL 2026-12-04 17:48:00; nonstop; 138 minutes. Local airport times.

2026-11-20 · one way · $221.40

• Delta Air Lines DL2964 / DL3902: BDL 2026-11-20 05:17:00 → ORD 2026-11-20 10:59:00; 1 stop(s) via DTW; 402 minutes. Local airport times.
  • DL2964: BDL 2026-11-20 05:17:00 → DTW 2026-11-20 07:29:00; layover at DTW: 171 minutes.
  • DL3902: DTW 2026-11-20 10:20:00 → ORD 2026-11-20 10:59:00.

2026-11-27 → 2026-12-04 · $363.08

• Delta Air Lines DL2964 / DL3902: BDL 2026-11-27 05:17:00 → ORD 2026-11-27 10:59:00; 1 stop(s) via DTW; 402 minutes. Local airport times.
  • DL2964: BDL 2026-11-27 05:17:00 → DTW 2026-11-27 07:29:00; layover at DTW: 171 minutes.
  • DL3902: DTW 2026-11-27 10:20:00 → ORD 2026-11-27 10:59:00.
• Delta Air Lines DL2358 / DL2989: ORD 2026-12-04 17:02:00 → BDL 2026-12-04 23:47:00; 1 stop(s) via DTW; 345 minutes. Local airport times.
  • DL2358: ORD 2026-12-04 17:02:00 → DTW 2026-12-04 19:24:00; layover at DTW: 155 minutes.
  • DL2989: DTW 2026-12-04 21:59:00 → BDL 2026-12-04 23:47:00.

2026-11-20 → 2026-11-23 · $403.66

• American Airlines AA3678: BDL 2026-11-20 12:27:00 → ORD 2026-11-20 14:20:00; nonstop; 173 minutes. Local airport times.
• American Airlines AA463: ORD 2026-11-23 08:10:00 → BDL 2026-11-23 11:23:00; nonstop; 133 minutes. Local airport times.

2026-11-20 · one way · $214.65

• American Airlines AA553: BDL 2026-11-20 07:01:00 → ORD 2026-11-20 09:05:00; nonstop; 184 minutes. Local airport times.

2026-11-20 · one way · $228.15

• United Airlines UA1182: BDL 2026-11-20 17:01:00 → ORD 2026-11-20 18:52:00; nonstop; 171 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $351.33

• American Airlines AA553: BDL 2026-11-27 07:01:00 → ORD 2026-11-27 09:05:00; nonstop; 184 minutes. Local airport times.
• American Airlines AA2074: ORD 2026-12-04 08:10:00 → BDL 2026-12-04 11:20:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $374.83

• United Airlines UA2142: BDL 2026-11-27 09:35:00 → ORD 2026-11-27 11:26:00; nonstop; 171 minutes. Local airport times.
• United Airlines UA664: ORD 2026-12-04 14:30:00 → BDL 2026-12-04 17:48:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $403.66

• American Airlines AA553: BDL 2026-11-20 07:01:00 → ORD 2026-11-20 09:05:00; nonstop; 184 minutes. Local airport times.
• American Airlines AA463: ORD 2026-11-23 08:10:00 → BDL 2026-11-23 11:23:00; nonstop; 133 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $430.66

• United Airlines UA1182: BDL 2026-11-20 17:01:00 → ORD 2026-11-20 18:52:00; nonstop; 171 minutes. Local airport times.
• United Airlines UA1840: ORD 2026-11-23 14:36:00 → BDL 2026-11-23 17:54:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $430.66

• United Airlines UA2142: BDL 2026-11-20 09:35:00 → ORD 2026-11-20 11:26:00; nonstop; 171 minutes. Local airport times.
• United Airlines UA1840: ORD 2026-11-23 14:36:00 → BDL 2026-11-23 17:54:00; nonstop; 138 minutes. Local airport times.

2026-11-20 · one way · $201.15

• American Airlines AA4441 / AA3183: BDL 2026-11-20 14:59:00 → ORD 2026-11-20 21:31:00; 1 stop(s) via DCA; 452 minutes. Local airport times.
  • AA4441: BDL 2026-11-20 14:59:00 → DCA 2026-11-20 16:31:00; layover at DCA: 215 minutes.
  • AA3183: DCA 2026-11-20 20:06:00 → ORD 2026-11-20 21:31:00.

2026-11-20 · one way · $201.15

• American Airlines AA2622 / AA2509: BDL 2026-11-20 11:12:00 → ORD 2026-11-20 16:00:00; 1 stop(s) via CLT; 348 minutes. Local airport times.
  • AA2622: BDL 2026-11-20 11:12:00 → CLT 2026-11-20 13:28:00; layover at CLT: 77 minutes.
  • AA2509: CLT 2026-11-20 14:45:00 → ORD 2026-11-20 16:00:00.

2026-11-20 · one way · $201.15

• American Airlines AA5953 / AA595: BDL 2026-11-20 10:00:00 → ORD 2026-11-20 15:34:00; 1 stop(s) via PHL; 394 minutes. Local airport times.
  • AA5953: BDL 2026-11-20 10:00:00 → PHL 2026-11-20 11:26:00; layover at PHL: 148 minutes.
  • AA595: PHL 2026-11-20 13:54:00 → ORD 2026-11-20 15:34:00.

2026-11-20 · one way · $207.90

• United Airlines UA1764 / UA2497: BDL 2026-11-20 15:07:00 → ORD 2026-11-20 19:05:00; 1 stop(s) via IAD; 298 minutes. Local airport times.
  • UA1764: BDL 2026-11-20 15:07:00 → IAD 2026-11-20 16:30:00; layover at IAD: 69 minutes.
  • UA2497: IAD 2026-11-20 17:39:00 → ORD 2026-11-20 19:05:00.

2026-11-27 → 2026-12-04 · $337.83

• American Airlines AA4441 / AA3183: BDL 2026-11-27 14:59:00 → ORD 2026-11-27 21:31:00; 1 stop(s) via DCA; 452 minutes. Local airport times.
  • AA4441: BDL 2026-11-27 14:59:00 → DCA 2026-11-27 16:31:00; layover at DCA: 215 minutes.
  • AA3183: DCA 2026-11-27 20:06:00 → ORD 2026-11-27 21:31:00.
• American Airlines AA2074: ORD 2026-12-04 08:10:00 → BDL 2026-12-04 11:20:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $337.83

• American Airlines AA5953 / AA595: BDL 2026-11-27 10:00:00 → ORD 2026-11-27 15:34:00; 1 stop(s) via PHL; 394 minutes. Local airport times.
  • AA5953: BDL 2026-11-27 10:00:00 → PHL 2026-11-27 11:26:00; layover at PHL: 148 minutes.
  • AA595: PHL 2026-11-27 13:54:00 → ORD 2026-11-27 15:34:00.
• American Airlines AA2074: ORD 2026-12-04 08:10:00 → BDL 2026-12-04 11:20:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $337.83

• American Airlines AA2622 / AA2509: BDL 2026-11-27 11:12:00 → ORD 2026-11-27 16:00:00; 1 stop(s) via CLT; 348 minutes. Local airport times.
  • AA2622: BDL 2026-11-27 11:12:00 → CLT 2026-11-27 13:28:00; layover at CLT: 77 minutes.
  • AA2509: CLT 2026-11-27 14:45:00 → ORD 2026-11-27 16:00:00.
• American Airlines AA2074: ORD 2026-12-04 08:10:00 → BDL 2026-12-04 11:20:00; nonstop; 130 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $354.58

• United Airlines UA1764 / UA2497: BDL 2026-11-27 15:07:00 → ORD 2026-11-27 19:05:00; 1 stop(s) via IAD; 298 minutes. Local airport times.
  • UA1764: BDL 2026-11-27 15:07:00 → IAD 2026-11-27 16:30:00; layover at IAD: 69 minutes.
  • UA2497: IAD 2026-11-27 17:39:00 → ORD 2026-11-27 19:05:00.
• United Airlines UA664: ORD 2026-12-04 14:30:00 → BDL 2026-12-04 17:48:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $390.16

• American Airlines AA5953 / AA595: BDL 2026-11-20 10:00:00 → ORD 2026-11-20 15:34:00; 1 stop(s) via PHL; 394 minutes. Local airport times.
  • AA5953: BDL 2026-11-20 10:00:00 → PHL 2026-11-20 11:26:00; layover at PHL: 148 minutes.
  • AA595: PHL 2026-11-20 13:54:00 → ORD 2026-11-20 15:34:00.
• American Airlines AA463: ORD 2026-11-23 08:10:00 → BDL 2026-11-23 11:23:00; nonstop; 133 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $390.16

• American Airlines AA2622 / AA2509: BDL 2026-11-20 11:12:00 → ORD 2026-11-20 16:00:00; 1 stop(s) via CLT; 348 minutes. Local airport times.
  • AA2622: BDL 2026-11-20 11:12:00 → CLT 2026-11-20 13:28:00; layover at CLT: 77 minutes.
  • AA2509: CLT 2026-11-20 14:45:00 → ORD 2026-11-20 16:00:00.
• American Airlines AA463: ORD 2026-11-23 08:10:00 → BDL 2026-11-23 11:23:00; nonstop; 133 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $390.16

• American Airlines AA4441 / AA3183: BDL 2026-11-20 14:59:00 → ORD 2026-11-20 21:31:00; 1 stop(s) via DCA; 452 minutes. Local airport times.
  • AA4441: BDL 2026-11-20 14:59:00 → DCA 2026-11-20 16:31:00; layover at DCA: 215 minutes.
  • AA3183: DCA 2026-11-20 20:06:00 → ORD 2026-11-20 21:31:00.
• American Airlines AA463: ORD 2026-11-23 08:10:00 → BDL 2026-11-23 11:23:00; nonstop; 133 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $410.41

• United Airlines UA1764 / UA2497: BDL 2026-11-20 15:07:00 → ORD 2026-11-20 19:05:00; 1 stop(s) via IAD; 298 minutes. Local airport times.
  • UA1764: BDL 2026-11-20 15:07:00 → IAD 2026-11-20 16:30:00; layover at IAD: 69 minutes.
  • UA2497: IAD 2026-11-20 17:39:00 → ORD 2026-11-20 19:05:00.
• United Airlines UA1840: ORD 2026-11-23 14:36:00 → BDL 2026-11-23 17:54:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $417.16

• Delta Air Lines DL2964 / DL3902: BDL 2026-11-20 05:17:00 → ORD 2026-11-20 10:59:00; 1 stop(s) via DTW; 402 minutes. Local airport times.
  • DL2964: BDL 2026-11-20 05:17:00 → DTW 2026-11-20 07:29:00; layover at DTW: 171 minutes.
  • DL3902: DTW 2026-11-20 10:20:00 → ORD 2026-11-20 10:59:00.
• Delta Air Lines DL2358 / DL2989: ORD 2026-11-23 17:02:00 → BDL 2026-11-23 23:47:00; 1 stop(s) via DTW; 345 minutes. Local airport times.
  • DL2358: ORD 2026-11-23 17:02:00 → DTW 2026-11-23 19:24:00; layover at DTW: 155 minutes.
  • DL2989: DTW 2026-11-23 21:59:00 → BDL 2026-11-23 23:47:00.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

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The Midwest for 4 days from other cities

Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

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Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room

Hotels with an Axel review in Chicago: Claridge House Chicago, Tapestry Collection by Hilton · Freehand Chicago · Warwick Allerton - Chicago · The Chicago Hotel Collection - Wrigleyville · The Chicago Hotel Collection Magnificent Mile Hotel & Suites · All 154 reviewed hotels in Chicago

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