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Route overview: Middletown to Chicago (ORD) flight deals

Middletown → Chicago

Dec 13, 2026 · return Dec 14, 2026

MDT → ORD1 adulteconomyRound trip

9 flight options · 3 airlines

Nonstop flights

Sun, Dec 13 – Mon, Dec 14

American Airlines
6:34 amMDT
2h 26m
Nonstop
8:00 amORD
American Airlines
7:20 pmORD
1h 55m
Nonstop
10:15 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

United Airlines
2:10 pmMDT
2h 18m
Nonstop
3:28 pmORD
United Airlines
6:55 amORD
1h 58m
Nonstop
9:53 amMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

American Airlines
2:13 pmMDT
2h 21m
Nonstop
3:34 pmORD
American Airlines
7:20 pmORD
1h 55m
Nonstop
10:15 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

United Airlines
10:42 amMDT
2h 17m
Nonstop
11:59 amORD
United Airlines
6:55 amORD
1h 58m
Nonstop
9:53 amMDT

Round-trip total · 1 adult · Taxes included

One-stop flights

Sun, Dec 13 – Mon, Dec 14

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 – Mon, Dec 14

American Airlines
1:59 pmMDT
7h 31m
PHL · 3h 40m
8:30 pmORD
American Airlines
7:20 pmORD
1h 55m
Nonstop
10:15 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

American Airlines
5:46 pmMDT
7h 13m
CLT · 3h 19m
11:59 pmORD
American Airlines
7:20 pmORD
1h 55m
Nonstop
10:15 pmMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

United Airlines
10:30 amMDT
7h 24m
IAD · 4h
4:54 pmORD
United Airlines
6:55 amORD
1h 58m
Nonstop
9:53 amMDT

Round-trip total · 1 adult · Taxes included

Sun, Dec 13 – Mon, Dec 14

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

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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Explore this route

All dates for this routeDec 12, 2026 → Dec 13, 2026Dec 14, 2026 → Dec 15, 2026
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.

Live price for these dates: opening any fare on this page checks it live and shows the current bookable total for 1 adult. Check live prices for Middletown (MDT) to Chicago (ORD), Dec 13, 2026 · return Dec 14, 2026

Route overview: Middletown to Chicago (ORD) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-13 → 2026-12-14American AirlinesAA3042 / AA2663$325.002026-10-29T01:29:03Z
2026-12-13 → 2026-12-14United AirlinesUA5613 / UA5581$335.002026-10-29T01:29:03Z
2026-12-13 → 2026-12-14Delta Air LinesDL5287 + DL1084 / DL2358 + DL5477$335.002026-10-29T01:29:03Z
2026-12-13 → 2026-12-14American AirlinesAA3974 / AA2663$325.002026-10-29T01:29:03Z
2026-12-13 → 2026-12-14United AirlinesUA6054 / UA5581$335.002026-10-29T01:29:03Z
2026-12-13 → 2026-12-14American AirlinesAA5801 + AA3177 / AA2663$317.502026-10-29T01:29:03Z
2026-12-13 → 2026-12-14American AirlinesAA5275 + AA1039 / AA2663$317.502026-10-29T01:29:03Z
2026-12-13 → 2026-12-14United AirlinesUA4974 + UA1786 / UA5581$327.502026-10-29T01:29:03Z
2026-12-13 → 2026-12-14United AirlinesUA6054 / UA1128 + UA4250$327.502026-10-29T01:29:03Z

2026-12-13 → 2026-12-14 · $325.00

  • 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 AA2663: ORD 2026-12-14 19:20:00 → MDT 2026-12-14 22:15:00; nonstop; 115 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $335.00

  • 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 UA5581: ORD 2026-12-14 06:55:00 → MDT 2026-12-14 09:53:00; nonstop; 118 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $335.00

  • 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 2026-12-14 17:02:00 → MDT 2026-12-14 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-14 17:02:00 → DTW 2026-12-14 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-14 21:40:00 → MDT 2026-12-14 23:10:00.

2026-12-13 → 2026-12-14 · $325.00

  • 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 AA2663: ORD 2026-12-14 19:20:00 → MDT 2026-12-14 22:15:00; nonstop; 115 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $335.00

  • 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 UA5581: ORD 2026-12-14 06:55:00 → MDT 2026-12-14 09:53:00; nonstop; 118 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $317.50

  • 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 AA2663: ORD 2026-12-14 19:20:00 → MDT 2026-12-14 22:15:00; nonstop; 115 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $317.50

  • 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 AA2663: ORD 2026-12-14 19:20:00 → MDT 2026-12-14 22:15:00; nonstop; 115 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $327.50

  • 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 UA5581: ORD 2026-12-14 06:55:00 → MDT 2026-12-14 09:53:00; nonstop; 118 minutes. Local airport times.

2026-12-13 → 2026-12-14 · $327.50

  • 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 2026-12-14 13:00:00 → MDT 2026-12-14 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-12-14 13:00:00 → IAD 2026-12-14 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-12-14 17:30:00 → MDT 2026-12-14 18:36:00.

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For AI assistants

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