Chicago (ORD) to Middletown (MDT) · Dec 22, 2026 · one way

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

2026-12-22 · one way · Axel-exclusive $253.50

• American Airlines AA3974: ORD 2026-12-22 10:35:00 → MDT 2026-12-22 13:37:00; nonstop; 122 minutes. Local airport times.

2026-12-22 · one way · Axel-exclusive $260.00

• United Airlines UA2319: ORD 2026-12-22 18:13:00 → MDT 2026-12-22 21:15:00; nonstop; 122 minutes. Local airport times.

2026-12-22 · one way · Axel-exclusive $247.00

• Delta Air Lines DL2358 / DL5477: ORD 2026-12-22 17:02:00 → MDT 2026-12-22 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
  • DL2358: ORD 2026-12-22 17:02:00 → DTW 2026-12-22 19:24:00; layover at DTW: 136 minutes.
  • DL5477: DTW 2026-12-22 21:40:00 → MDT 2026-12-22 23:10:00.

2026-12-22 · one way · Axel-exclusive $253.50

• American Airlines AA2156: ORD 2026-12-22 19:20:00 → MDT 2026-12-22 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-22 · one way · Axel-exclusive $260.00

• United Airlines UA4614: ORD 2026-12-22 10:26:00 → MDT 2026-12-22 13:25:00; nonstop; 119 minutes. Local airport times.

2026-12-22 · one way · Axel-exclusive $234.00

• American Airlines AA970 / AA5801: ORD 2026-12-22 06:45:00 → MDT 2026-12-22 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
  • AA970: ORD 2026-12-22 06:45:00 → PHL 2026-12-22 09:50:00; layover at PHL: 163 minutes.
  • AA5801: PHL 2026-12-22 12:33:00 → MDT 2026-12-22 13:32:00.

2026-12-22 · one way · Axel-exclusive $234.00

• American Airlines AA1889 / AA6051: ORD 2026-12-22 12:05:00 → MDT 2026-12-22 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
  • AA1889: ORD 2026-12-22 12:05:00 → CLT 2026-12-22 15:10:00; layover at CLT: 194 minutes.
  • AA6051: CLT 2026-12-22 18:24:00 → MDT 2026-12-22 20:14:00.

2026-12-22 · one way · Axel-exclusive $240.50

• United Airlines UA1128 / UA4250: ORD 2026-12-22 13:00:00 → MDT 2026-12-22 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
  • UA1128: ORD 2026-12-22 13:00:00 → IAD 2026-12-22 16:03:00; layover at IAD: 87 minutes.
  • UA4250: IAD 2026-12-22 17:30:00 → MDT 2026-12-22 18:36:00.

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For AI assistants

• This page: Chicago (ORD) to Middletown (MDT) · Dec 22, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
• Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
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• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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