Chicago (ORD) to Middletown (MDT), Dec 22, 2026 – Jan 3, 2027: from $443 round trip
Chicago (ORD) to Middletown (MDT), Dec 22, 2026 – Jan 3, 2027: from $443 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $443 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 22, 2026 – Jan 3, 2027, 1 adult, economy, checked Nov 12, 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 checked |
|---|---|---|---|---|---|
| 2026-12-22 → 2027-01-03 | American Airlines | AA3974 / AA4594 | 10:35:00→13:37:00 2h 02m nonstop · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $459.00 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | United Airlines | UA4614 / UA4611 | 10:26:00→13:25:00 1h 59m nonstop · 14:10:00→15:29:00 2h 19m nonstop | Axel-exclusive $471.75 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | 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 $446.25 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | American Airlines | AA2156 / AA4594 | 19:20:00→22:28:00 2h 08m nonstop · 05:00:00→06:28:00 2h 28m nonstop | Axel-exclusive $459.00 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | United Airlines | UA2319 / UA4611 | 18:13:00→21:15:00 2h 02m nonstop · 14:10:00→15:29:00 2h 19m nonstop | Axel-exclusive $471.75 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | 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 $442.75 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | 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 $442.75 | Nov 12, 2026 |
| 2026-12-22 → 2027-01-03 | United Airlines | UA1128 + UA4250 / UA4611 | 13:00:00→18:36:00 4h 36m 1 stop via IAD · 14:10:00→15:29:00 2h 19m nonstop | Axel-exclusive $455.50 | Nov 12, 2026 |
Route overview: Chicago to Middletown (MDT) flight deals
2026-12-22 → 2027-01-03 · Axel-exclusive $459.00
- American Airlines AA3974: ORD 2026-12-22 10:35:00 → MDT 2026-12-22 13:37:00; nonstop; 122 minutes. Local airport times.
- American Airlines AA4594: MDT 2027-01-03 05:00:00 → ORD 2027-01-03 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $471.75
- United Airlines UA4614: ORD 2026-12-22 10:26:00 → MDT 2026-12-22 13:25:00; nonstop; 119 minutes. Local airport times.
- United Airlines UA4611: MDT 2027-01-03 14:10:00 → ORD 2027-01-03 15:29:00; nonstop; 139 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $446.25
- 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.
- Delta Air Lines DL5287 / DL1084: MDT 2027-01-03 12:24:00 → ORD 2027-01-03 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
- DL5287: MDT 2027-01-03 12:24:00 → DTW 2027-01-03 13:57:00; layover at DTW: 239 minutes.
- DL1084: DTW 2027-01-03 17:56:00 → ORD 2027-01-03 18:30:00.
2026-12-22 → 2027-01-03 · Axel-exclusive $459.00
- American Airlines AA2156: ORD 2026-12-22 19:20:00 → MDT 2026-12-22 22:28:00; nonstop; 128 minutes. Local airport times.
- American Airlines AA4594: MDT 2027-01-03 05:00:00 → ORD 2027-01-03 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $471.75
- United Airlines UA2319: ORD 2026-12-22 18:13:00 → MDT 2026-12-22 21:15:00; nonstop; 122 minutes. Local airport times.
- United Airlines UA4611: MDT 2027-01-03 14:10:00 → ORD 2027-01-03 15:29:00; nonstop; 139 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $442.75
- 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.
- American Airlines AA4594: MDT 2027-01-03 05:00:00 → ORD 2027-01-03 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $442.75
- 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.
- American Airlines AA4594: MDT 2027-01-03 05:00:00 → ORD 2027-01-03 06:28:00; nonstop; 148 minutes. Local airport times.
2026-12-22 → 2027-01-03 · Axel-exclusive $455.50
- 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.
- United Airlines UA4611: MDT 2027-01-03 14:10:00 → ORD 2027-01-03 15:29:00; nonstop; 139 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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