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Middletown → Chicago

Dec 13, 2026 · return Dec 19, 2026

MDT → ORD1 adulteconomyRound trip

9 flight options · 3 airlines

Nonstop flights

Sun, Dec 13 – Sat, Dec 19

American Airlines
6:34 amMDT
2h 26m
Nonstop
8:00 amORD
American Airlines
7:20 pmORD
2h 8m
Nonstop
10:28 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

United Airlines
2:10 pmMDT
2h 18m
Nonstop
3:28 pmORD
United Airlines
7:45 pmORD
2h 2m
Nonstop
10:47 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

American Airlines
2:13 pmMDT
2h 21m
Nonstop
3:34 pmORD
American Airlines
7:20 pmORD
2h 8m
Nonstop
10:28 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

United Airlines
10:42 amMDT
2h 17m
Nonstop
11:59 amORD
United Airlines
7:45 pmORD
2h 2m
Nonstop
10:47 pmMDT

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 13 – Sat, Dec 19

Delta Air Lines
12:24 pmMDT
7h 6m
DTW · 3h 59m
6:30 pmORD
Delta Air Lines
5:02 pmORD
5h 8m
DTW · 2h 16m
11:10 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

American Airlines
1:59 pmMDT
7h 31m
PHL · 3h 40m
8:30 pmORD
American Airlines
7:20 pmORD
2h 8m
Nonstop
10:28 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

American Airlines
5:46 pmMDT
7h 13m
CLT · 3h 19m
11:59 pmORD
American Airlines
7:20 pmORD
2h 8m
Nonstop
10:28 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

United Airlines
10:40 amMDT
2h 20m
Nonstop
12:00 pmORD
United Airlines
1:00 pmORD
4h 36m
IAD · 1h 27m
6:36 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Sat, Dec 19

United Airlines
10:30 amMDT
7h 24m
IAD · 4h
4:54 pmORD
United Airlines
7:45 pmORD
2h 2m
Nonstop
10:47 pmMDT

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDT ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-13 → 2026-12-19American AirlinesAA3042 / AA2156$365.632026-10-29T01:29:03Z
2026-12-13 → 2026-12-19United AirlinesUA5613 / UA2319$376.882026-10-29T01:29:03Z
2026-12-13 → 2026-12-19Delta Air LinesDL5287 + DL1084 / DL2358 + DL5477$376.882026-10-29T01:29:03Z
2026-12-13 → 2026-12-19American AirlinesAA3974 / AA2156$365.632026-10-29T01:29:03Z
2026-12-13 → 2026-12-19United AirlinesUA6054 / UA2319$376.882026-10-29T01:29:03Z
2026-12-13 → 2026-12-19American AirlinesAA5801 + AA3177 / AA2156$358.132026-10-29T01:29:03Z
2026-12-13 → 2026-12-19American AirlinesAA5275 + AA1039 / AA2156$358.132026-10-29T01:29:03Z
2026-12-13 → 2026-12-19United AirlinesUA6054 / UA1128 + UA4250$367.502026-10-29T01:29:03Z
2026-12-13 → 2026-12-19United AirlinesUA4974 + UA1786 / UA2319$369.382026-10-29T01:29:03Z

2026-12-13 → 2026-12-19 · $365.63

  • American Airlines AA3042: MDT 2026-12-13 06:34:00 → ORD 2026-12-13 08:00:00; nonstop; 146 minutes. Local airport times.
  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $376.88

  • United Airlines UA5613: MDT 2026-12-13 14:10:00 → ORD 2026-12-13 15:28:00; nonstop; 138 minutes. Local airport times.
  • United Airlines UA2319: ORD 2026-12-19 19:45:00 → MDT 2026-12-19 22:47:00; nonstop; 122 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $376.88

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

2026-12-13 → 2026-12-19 · $365.63

  • American Airlines AA3974: MDT 2026-12-13 14:13:00 → ORD 2026-12-13 15:34:00; nonstop; 141 minutes. Local airport times.
  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $376.88

  • United Airlines UA6054: MDT 2026-12-13 10:42:00 → ORD 2026-12-13 11:59:00; nonstop; 137 minutes. Local airport times.
  • United Airlines UA2319: ORD 2026-12-19 19:45:00 → MDT 2026-12-19 22:47:00; nonstop; 122 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $358.13

  • American Airlines AA5801 / AA3177: MDT 2026-12-13 13:59:00 → ORD 2026-12-13 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
    • AA5801: MDT 2026-12-13 13:59:00 → PHL 2026-12-13 14:55:00; layover at PHL: 220 minutes.
    • AA3177: PHL 2026-12-13 18:35:00 → ORD 2026-12-13 20:30:00.
  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $358.13

  • American Airlines AA5275 / AA1039: MDT 2026-12-13 17:46:00 → ORD 2026-12-13 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-12-13 17:46:00 → CLT 2026-12-13 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-12-13 22:53:00 → ORD 2026-12-13 23:59:00.
  • American Airlines AA2156: ORD 2026-12-19 19:20:00 → MDT 2026-12-19 22:28:00; nonstop; 128 minutes. Local airport times.

2026-12-13 → 2026-12-19 · $367.50

  • United Airlines UA6054: MDT 2026-12-13 10:40:00 → ORD 2026-12-13 12:00:00; nonstop; 140 minutes. Local airport times.
  • United Airlines UA1128 / UA4250: ORD 2026-12-19 13:00:00 → MDT 2026-12-19 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-12-19 13:00:00 → IAD 2026-12-19 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-12-19 17:30:00 → MDT 2026-12-19 18:36:00.

2026-12-13 → 2026-12-19 · $369.38

  • United Airlines UA4974 / UA1786: MDT 2026-12-13 10:30:00 → ORD 2026-12-13 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
    • UA4974: MDT 2026-12-13 10:30:00 → IAD 2026-12-13 11:30:00; layover at IAD: 240 minutes.
    • UA1786: IAD 2026-12-13 15:30:00 → ORD 2026-12-13 16:54:00.
  • United Airlines UA2319: ORD 2026-12-19 19:45:00 → MDT 2026-12-19 22:47:00; nonstop; 122 minutes. Local airport times.

More dates for this route