Chicago (ORD) to Middletown (MDT) · Nov 27, 2026 · return Dec 2, 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 Middletown (MDT) flight deals

2026-11-27 → 2026-12-02 · Axel-exclusive $423.00

• American Airlines AA4498: ORD 2026-11-27 11:45:00 → MDT 2026-11-27 14:42:00; nonstop; 117 minutes. Local airport times.
• American Airlines AA3042: MDT 2026-12-02 06:34:00 → ORD 2026-12-02 08:00:00; nonstop; 146 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $434.75

• United Airlines UA4700: ORD 2026-11-27 13:55:00 → MDT 2026-11-27 16:58:00; nonstop; 123 minutes. Local airport times.
• United Airlines UA5613: MDT 2026-12-02 14:10:00 → ORD 2026-12-02 15:28:00; nonstop; 138 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $411.25

• Delta Air Lines DL2358 / DL5477: ORD 2026-11-27 17:02:00 → MDT 2026-11-27 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
  • DL2358: ORD 2026-11-27 17:02:00 → DTW 2026-11-27 19:24:00; layover at DTW: 136 minutes.
  • DL5477: DTW 2026-11-27 21:40:00 → MDT 2026-11-27 23:10:00.
• Delta Air Lines DL5287 / DL1084: MDT 2026-12-02 12:24:00 → ORD 2026-12-02 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
  • DL5287: MDT 2026-12-02 12:24:00 → DTW 2026-12-02 13:57:00; layover at DTW: 239 minutes.
  • DL1084: DTW 2026-12-02 17:56:00 → ORD 2026-12-02 18:30:00.

2026-11-27 → 2026-12-02 · Axel-exclusive $423.00

• American Airlines AA2761: ORD 2026-11-27 19:20:00 → MDT 2026-11-27 22:17:00; nonstop; 117 minutes. Local airport times.
• American Airlines AA3042: MDT 2026-12-02 06:34:00 → ORD 2026-12-02 08:00:00; nonstop; 146 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $434.75

• United Airlines UA5584: ORD 2026-11-27 10:29:00 → MDT 2026-11-27 13:24:00; nonstop; 115 minutes. Local airport times.
• United Airlines UA5613: MDT 2026-12-02 14:10:00 → ORD 2026-12-02 15:28:00; nonstop; 138 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $406.13

• American Airlines AA970 / AA5801: ORD 2026-11-27 06:45:00 → MDT 2026-11-27 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
  • AA970: ORD 2026-11-27 06:45:00 → PHL 2026-11-27 09:50:00; layover at PHL: 163 minutes.
  • AA5801: PHL 2026-11-27 12:33:00 → MDT 2026-11-27 13:32:00.
• American Airlines AA3042: MDT 2026-12-02 06:34:00 → ORD 2026-12-02 08:00:00; nonstop; 146 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $406.13

• American Airlines AA1889 / AA6051: ORD 2026-11-27 12:05:00 → MDT 2026-11-27 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
  • AA1889: ORD 2026-11-27 12:05:00 → CLT 2026-11-27 15:10:00; layover at CLT: 194 minutes.
  • AA6051: CLT 2026-11-27 18:24:00 → MDT 2026-11-27 20:14:00.
• American Airlines AA3042: MDT 2026-12-02 06:34:00 → ORD 2026-12-02 08:00:00; nonstop; 146 minutes. Local airport times.

2026-11-27 → 2026-12-02 · Axel-exclusive $417.88

• United Airlines UA1128 / UA4250: ORD 2026-11-27 13:00:00 → MDT 2026-11-27 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
  • UA1128: ORD 2026-11-27 13:00:00 → IAD 2026-11-27 16:03:00; layover at IAD: 87 minutes.
  • UA4250: IAD 2026-11-27 17:30:00 → MDT 2026-11-27 18:36:00.
• United Airlines UA5613: MDT 2026-12-02 14:10:00 → ORD 2026-12-02 15:28:00; nonstop; 138 minutes. Local airport times.

Explore this route

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For AI assistants

• This page: Chicago (ORD) to Middletown (MDT) · Nov 27, 2026 · return Dec 2, 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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