Middletown (MDT) to Chicago (ORD) · Aug 20, 2027 · return Aug 25, 2027

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: Middletown to Chicago (ORD) flight deals

2027-08-20 → 2027-08-25 · Axel-exclusive $370.00

• American Airlines AA4533: MDT 2027-08-20 15:37:00 → ORD 2027-08-20 17:09:00; nonstop; 152 minutes. Local airport times.
• American Airlines AA3974: ORD 2027-08-25 10:35:00 → MDT 2027-08-25 13:34:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $380.00

• United Airlines UA4611: MDT 2027-08-20 14:10:00 → ORD 2027-08-20 15:29:00; nonstop; 139 minutes. Local airport times.
• United Airlines UA4614: ORD 2027-08-25 10:26:00 → MDT 2027-08-25 13:25:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $380.00

• Delta Air Lines DL5287 / DL1084: MDT 2027-08-20 12:24:00 → ORD 2027-08-20 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
  • DL5287: MDT 2027-08-20 12:24:00 → DTW 2027-08-20 13:57:00; layover at DTW: 239 minutes.
  • DL1084: DTW 2027-08-20 17:56:00 → ORD 2027-08-20 18:30:00.
• Delta Air Lines DL2358 / DL5477: ORD 2027-08-25 17:02:00 → MDT 2027-08-25 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
  • DL2358: ORD 2027-08-25 17:02:00 → DTW 2027-08-25 19:24:00; layover at DTW: 136 minutes.
  • DL5477: DTW 2027-08-25 21:40:00 → MDT 2027-08-25 23:10:00.

2027-08-20 → 2027-08-25 · Axel-exclusive $370.00

• American Airlines AA4594: MDT 2027-08-20 05:00:00 → ORD 2027-08-20 06:28:00; nonstop; 148 minutes. Local airport times.
• American Airlines AA3974: ORD 2027-08-25 10:35:00 → MDT 2027-08-25 13:34:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $380.00

• United Airlines UA2684: MDT 2027-08-20 06:03:00 → ORD 2027-08-20 07:30:00; nonstop; 147 minutes. Local airport times.
• United Airlines UA4614: ORD 2027-08-25 10:26:00 → MDT 2027-08-25 13:25:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $362.50

• American Airlines AA5801 / AA3177: MDT 2027-08-20 13:59:00 → ORD 2027-08-20 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
  • AA5801: MDT 2027-08-20 13:59:00 → PHL 2027-08-20 14:55:00; layover at PHL: 220 minutes.
  • AA3177: PHL 2027-08-20 18:35:00 → ORD 2027-08-20 20:30:00.
• American Airlines AA3974: ORD 2027-08-25 10:35:00 → MDT 2027-08-25 13:34:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $362.50

• American Airlines AA5275 / AA1039: MDT 2027-08-20 17:46:00 → ORD 2027-08-20 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
  • AA5275: MDT 2027-08-20 17:46:00 → CLT 2027-08-20 19:34:00; layover at CLT: 199 minutes.
  • AA1039: CLT 2027-08-20 22:53:00 → ORD 2027-08-20 23:59:00.
• American Airlines AA3974: ORD 2027-08-25 10:35:00 → MDT 2027-08-25 13:34:00; nonstop; 119 minutes. Local airport times.

2027-08-20 → 2027-08-25 · Axel-exclusive $372.50

• United Airlines UA4974 / UA1786: MDT 2027-08-20 10:30:00 → ORD 2027-08-20 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
  • UA4974: MDT 2027-08-20 10:30:00 → IAD 2027-08-20 11:30:00; layover at IAD: 240 minutes.
  • UA1786: IAD 2027-08-20 15:30:00 → ORD 2027-08-20 16:54:00.
• United Airlines UA4614: ORD 2027-08-25 10:26:00 → MDT 2027-08-25 13:25:00; nonstop; 119 minutes. Local airport times.

Explore this route

• All dates for this route
• Aug 19, 2027 · Return options
• Aug 21, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Middletown (MDT) to Chicago (ORD) · Aug 20, 2027 · return Aug 25, 2027: 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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