Chicago (ORD) to Middletown (MDT), Dec 13–21, 2026: from $402 round trip
Chicago (ORD) to Middletown (MDT), Dec 13–21, 2026: from $402 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $402 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 13–21, 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.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2026-12-13 → 2026-12-21 | American Airlines | AA2156 / AA4594 | 19:20:00→22:28:00 2h 08m nonstop · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $414.00 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | United Airlines | UA3501 / UA4408 | 15:40:00→18:43:00 2h 03m nonstop · 17:35:00→19:00:00 2h 25m nonstop | Axel-exclusive $425.50 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | Delta Air Lines | DL2358 + DL5477 / DL5287 + DL1084 | 17:02:00→23:10:00 5h 08m 1 stop via DTW · 12:24:00→18:30:00 7h 06m 1 stop via DTW | Axel-exclusive $402.50 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | American Airlines | AA4494 / AA4594 | 16:29:00→19:31:00 2h 02m nonstop · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $414.00 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | United Airlines | UA4430 / UA4408 | 06:50:00→09:50:00 2h 00m nonstop · 17:35:00→19:00:00 2h 25m nonstop | Axel-exclusive $425.50 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | American Airlines | AA1889 + AA6051 / AA4594 | 12:05:00→20:14:00 7h 09m 1 stop via CLT · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $401.50 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | American Airlines | AA970 + AA5801 / AA4594 | 06:45:00→13:32:00 5h 47m 1 stop via PHL · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $401.50 | 2026-10-29T01:53:11Z |
| 2026-12-13 → 2026-12-21 | United Airlines | UA1128 + UA4250 / UA4408 | 13:00:00→18:36:00 4h 36m 1 stop via IAD · 17:35:00→19:00:00 2h 25m nonstop | Axel-exclusive $413.00 | 2026-10-29T01:53:11Z |
Route overview: Chicago to Middletown (MDT) flight deals
2026-12-13 → 2026-12-21 · Axel-exclusive $414.00
- American Airlines AA2156: ORD 2026-12-13 19:20:00 → MDT 2026-12-13 22:28:00; nonstop; 128 minutes. Local airport times.
- American Airlines AA4594: MDT 2026-12-21 05:00:00 → ORD 2026-12-21 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $425.50
- United Airlines UA3501: ORD 2026-12-13 15:40:00 → MDT 2026-12-13 18:43:00; nonstop; 123 minutes. Local airport times.
- United Airlines UA4408: MDT 2026-12-21 17:35:00 → ORD 2026-12-21 19:00:00; nonstop; 145 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $402.50
- Delta Air Lines DL2358 / DL5477: ORD 2026-12-13 17:02:00 → MDT 2026-12-13 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
- DL2358: ORD 2026-12-13 17:02:00 → DTW 2026-12-13 19:24:00; layover at DTW: 136 minutes.
- DL5477: DTW 2026-12-13 21:40:00 → MDT 2026-12-13 23:10:00.
- Delta Air Lines DL5287 / DL1084: MDT 2026-12-21 12:24:00 → ORD 2026-12-21 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
- DL5287: MDT 2026-12-21 12:24:00 → DTW 2026-12-21 13:57:00; layover at DTW: 239 minutes.
- DL1084: DTW 2026-12-21 17:56:00 → ORD 2026-12-21 18:30:00.
2026-12-13 → 2026-12-21 · Axel-exclusive $414.00
- American Airlines AA4494: ORD 2026-12-13 16:29:00 → MDT 2026-12-13 19:31:00; nonstop; 122 minutes. Local airport times.
- American Airlines AA4594: MDT 2026-12-21 05:00:00 → ORD 2026-12-21 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $425.50
- United Airlines UA4430: ORD 2026-12-13 06:50:00 → MDT 2026-12-13 09:50:00; nonstop; 120 minutes. Local airport times.
- United Airlines UA4408: MDT 2026-12-21 17:35:00 → ORD 2026-12-21 19:00:00; nonstop; 145 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $401.50
- American Airlines AA1889 / AA6051: ORD 2026-12-13 12:05:00 → MDT 2026-12-13 20:14:00; 1 stop(s) via CLT; 429 minutes. Local airport times.
- AA1889: ORD 2026-12-13 12:05:00 → CLT 2026-12-13 15:10:00; layover at CLT: 194 minutes.
- AA6051: CLT 2026-12-13 18:24:00 → MDT 2026-12-13 20:14:00.
- American Airlines AA4594: MDT 2026-12-21 05:00:00 → ORD 2026-12-21 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $401.50
- American Airlines AA970 / AA5801: ORD 2026-12-13 06:45:00 → MDT 2026-12-13 13:32:00; 1 stop(s) via PHL; 347 minutes. Local airport times.
- AA970: ORD 2026-12-13 06:45:00 → PHL 2026-12-13 09:50:00; layover at PHL: 163 minutes.
- AA5801: PHL 2026-12-13 12:33:00 → MDT 2026-12-13 13:32:00.
- American Airlines AA4594: MDT 2026-12-21 05:00:00 → ORD 2026-12-21 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-13 → 2026-12-21 · Axel-exclusive $413.00
- United Airlines UA1128 / UA4250: ORD 2026-12-13 13:00:00 → MDT 2026-12-13 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
- UA1128: ORD 2026-12-13 13:00:00 → IAD 2026-12-13 16:03:00; layover at IAD: 87 minutes.
- UA4250: IAD 2026-12-13 17:30:00 → MDT 2026-12-13 18:36:00.
- United Airlines UA4408: MDT 2026-12-21 17:35:00 → ORD 2026-12-21 19:00:00; nonstop; 145 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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