Chicago (ORD) to Middletown (MDT), Nov 8–9, 2026: from $348 round trip

Lowest published fare: $348 round trip, Axel-exclusive, American Airlines, 1 stop, Nov 8–9, 2026, 1 adult, economy, checked Oct 29, 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

2026-11-08 → 2026-11-09 · Axel-exclusive $360.00

• American Airlines AA4494: ORD 2026-11-08 16:29:00 → MDT 2026-11-08 19:31:00; nonstop; 122 minutes. Local airport times.
• American Airlines AA4594: MDT 2026-11-09 05:00:00 → ORD 2026-11-09 06:28:00; nonstop; 148 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $370.00

• United Airlines UA4430: ORD 2026-11-08 06:50:00 → MDT 2026-11-08 09:50:00; nonstop; 120 minutes. Local airport times.
• United Airlines UA3712: MDT 2026-11-09 08:15:00 → ORD 2026-11-09 09:38:00; nonstop; 143 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $350.00

• Delta Air Lines DL2358 / DL5477: ORD 2026-11-08 17:02:00 → MDT 2026-11-08 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
  • DL2358: ORD 2026-11-08 17:02:00 → DTW 2026-11-08 19:24:00; layover at DTW: 136 minutes.
  • DL5477: DTW 2026-11-08 21:40:00 → MDT 2026-11-08 23:10:00.
• Delta Air Lines DL5287 / DL1084: MDT 2026-11-09 12:24:00 → ORD 2026-11-09 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
  • DL5287: MDT 2026-11-09 12:24:00 → DTW 2026-11-09 13:57:00; layover at DTW: 239 minutes.
  • DL1084: DTW 2026-11-09 17:56:00 → ORD 2026-11-09 18:30:00.

2026-11-08 → 2026-11-09 · Axel-exclusive $360.00

• American Airlines AA2761: ORD 2026-11-08 19:20:00 → MDT 2026-11-08 22:17:00; nonstop; 117 minutes. Local airport times.
• American Airlines AA4594: MDT 2026-11-09 05:00:00 → ORD 2026-11-09 06:28:00; nonstop; 148 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $370.00

• United Airlines UA5453: ORD 2026-11-08 13:55:00 → MDT 2026-11-08 16:54:00; nonstop; 119 minutes. Local airport times.
• United Airlines UA3712: MDT 2026-11-09 08:15:00 → ORD 2026-11-09 09:38:00; nonstop; 143 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $347.50

• American Airlines AA1889 / AA6051: ORD 2026-11-08 12:05:00 → MDT 2026-11-08 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
  • AA1889: ORD 2026-11-08 12:05:00 → CLT 2026-11-08 15:10:00; layover at CLT: 194 minutes.
  • AA6051: CLT 2026-11-08 18:24:00 → MDT 2026-11-08 20:14:00.
• American Airlines AA4594: MDT 2026-11-09 05:00:00 → ORD 2026-11-09 06:28:00; nonstop; 148 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $347.50

• American Airlines AA970 / AA5801: ORD 2026-11-08 06:45:00 → MDT 2026-11-08 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
  • AA970: ORD 2026-11-08 06:45:00 → PHL 2026-11-08 09:50:00; layover at PHL: 163 minutes.
  • AA5801: PHL 2026-11-08 12:33:00 → MDT 2026-11-08 13:32:00.
• American Airlines AA4594: MDT 2026-11-09 05:00:00 → ORD 2026-11-09 06:28:00; nonstop; 148 minutes. Local airport times.

2026-11-08 → 2026-11-09 · Axel-exclusive $357.50

• United Airlines UA1128 / UA4250: ORD 2026-11-08 13:00:00 → MDT 2026-11-08 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
  • UA1128: ORD 2026-11-08 13:00:00 → IAD 2026-11-08 16:03:00; layover at IAD: 87 minutes.
  • UA4250: IAD 2026-11-08 17:30:00 → MDT 2026-11-08 18:36:00.
• United Airlines UA3712: MDT 2026-11-09 08:15:00 → ORD 2026-11-09 09:38:00; nonstop; 143 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

• This page: Chicago (ORD) to Middletown (MDT) · Nov 8, 2026 · return Nov 9, 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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