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Middletown → Chicago

Jan 21, 2027 · return Feb 4, 2027

MDT → ORD1 adulteconomyRound trip

8 flight options · 3 airlines

Nonstop flights

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

United Airlines
10:42 amMDT
2h 17m
Nonstop
11:59 amORD
United Airlines
10:29 amORD
1h 55m
Nonstop
1:24 pmMDT

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

United Airlines
2:10 pmMDT
2h 19m
Nonstop
3:29 pmORD
United Airlines
10:29 amORD
1h 55m
Nonstop
1:24 pmMDT

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

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

Thu, Jan 21 – Thu, Feb 4

United Airlines
10:30 amMDT
7h 24m
IAD · 4h
4:54 pmORD
United Airlines
10:29 amORD
1h 55m
Nonstop
1:24 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)
2027-01-21 → 2027-02-04American AirlinesAA3974 / AA2663$308.762026-10-29T01:29:03Z
2027-01-21 → 2027-02-04United AirlinesUA6054 / UA5584$318.262026-10-29T01:29:03Z
2027-01-21 → 2027-02-04Delta Air LinesDL5287 + DL1084 / DL2358 + DL5477$318.262026-10-29T01:29:03Z
2027-01-21 → 2027-02-04American AirlinesAA3042 / AA2663$308.762026-10-29T01:29:03Z
2027-01-21 → 2027-02-04United AirlinesUA4611 / UA5584$318.262026-10-29T01:29:03Z
2027-01-21 → 2027-02-04American AirlinesAA5801 + AA3177 / AA2663$301.632026-10-29T01:29:03Z
2027-01-21 → 2027-02-04American AirlinesAA5275 + AA1039 / AA2663$301.632026-10-29T01:29:03Z
2027-01-21 → 2027-02-04United AirlinesUA4974 + UA1786 / UA5584$311.132026-10-29T01:29:03Z

2027-01-21 → 2027-02-04 · $308.76

  • American Airlines AA3974: MDT 2027-01-21 14:13:00 → ORD 2027-01-21 15:34:00; nonstop; 141 minutes. Local airport times.
  • American Airlines AA2663: ORD 2027-02-04 19:20:00 → MDT 2027-02-04 22:15:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $318.26

  • United Airlines UA6054: MDT 2027-01-21 10:42:00 → ORD 2027-01-21 11:59:00; nonstop; 137 minutes. Local airport times.
  • United Airlines UA5584: ORD 2027-02-04 10:29:00 → MDT 2027-02-04 13:24:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $318.26

  • Delta Air Lines DL5287 / DL1084: MDT 2027-01-21 12:24:00 → ORD 2027-01-21 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2027-01-21 12:24:00 → DTW 2027-01-21 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2027-01-21 17:56:00 → ORD 2027-01-21 18:30:00.
  • Delta Air Lines DL2358 / DL5477: ORD 2027-02-04 17:02:00 → MDT 2027-02-04 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2027-02-04 17:02:00 → DTW 2027-02-04 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2027-02-04 21:40:00 → MDT 2027-02-04 23:10:00.

2027-01-21 → 2027-02-04 · $308.76

  • American Airlines AA3042: MDT 2027-01-21 06:34:00 → ORD 2027-01-21 08:00:00; nonstop; 146 minutes. Local airport times.
  • American Airlines AA2663: ORD 2027-02-04 19:20:00 → MDT 2027-02-04 22:15:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $318.26

  • United Airlines UA4611: MDT 2027-01-21 14:10:00 → ORD 2027-01-21 15:29:00; nonstop; 139 minutes. Local airport times.
  • United Airlines UA5584: ORD 2027-02-04 10:29:00 → MDT 2027-02-04 13:24:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $301.63

  • American Airlines AA5801 / AA3177: MDT 2027-01-21 13:59:00 → ORD 2027-01-21 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
    • AA5801: MDT 2027-01-21 13:59:00 → PHL 2027-01-21 14:55:00; layover at PHL: 220 minutes.
    • AA3177: PHL 2027-01-21 18:35:00 → ORD 2027-01-21 20:30:00.
  • American Airlines AA2663: ORD 2027-02-04 19:20:00 → MDT 2027-02-04 22:15:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $301.63

  • American Airlines AA5275 / AA1039: MDT 2027-01-21 17:46:00 → ORD 2027-01-21 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2027-01-21 17:46:00 → CLT 2027-01-21 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2027-01-21 22:53:00 → ORD 2027-01-21 23:59:00.
  • American Airlines AA2663: ORD 2027-02-04 19:20:00 → MDT 2027-02-04 22:15:00; nonstop; 115 minutes. Local airport times.

2027-01-21 → 2027-02-04 · $311.13

  • United Airlines UA4974 / UA1786: MDT 2027-01-21 10:30:00 → ORD 2027-01-21 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
    • UA4974: MDT 2027-01-21 10:30:00 → IAD 2027-01-21 11:30:00; layover at IAD: 240 minutes.
    • UA1786: IAD 2027-01-21 15:30:00 → ORD 2027-01-21 16:54:00.
  • United Airlines UA5584: ORD 2027-02-04 10:29:00 → MDT 2027-02-04 13:24:00; nonstop; 115 minutes. Local airport times.

More dates for this route