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Middletown → Chicago

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MDT → ORD1 adulteconomy

25 flight options · 3 airlines

Round-trip flights

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 27 – Fri, Dec 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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 27 – Fri, Dec 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

Fri, Nov 27 – Fri, Dec 4

United Airlines
10:40 amMDT
2h 20m
Nonstop
12:00 pmORD
United Airlines
10:29 amORD
1h 55m
Nonstop
1:24 pmMDT

Round-trip total · 1 adult · Taxes included

Show 9 more flights

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 27 – Fri, Dec 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

Fri, Nov 27 – Fri, Dec 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

Fri, Nov 27 – Fri, Dec 4

United Airlines
10:30 amMDT
7h 24m
IAD · 4h
4:54 pmORD
United Airlines
1:00 pmORD
4h 36m
IAD · 1h 27m
6:36 pmMDT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
10:42 amMDT
2h 17m
Nonstop
11:59 amORD
United Airlines
1:00 pmORD
4h 36m
IAD · 1h 27m
6:36 pmMDT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 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

One-way flights

Fri, Nov 20 · One way

American Airlines
2:13 pmMDT
2h 21m
Nonstop
3:34 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
12:24 pmMDT
7h 6m
DTW · 3h 59m
6:30 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
6:34 amMDT
2h 26m
Nonstop
8:00 amORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
10:42 amMDT
2h 17m
Nonstop
11:59 amORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
1:59 pmMDT
7h 31m
PHL · 3h 40m
8:30 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
5:46 pmMDT
7h 13m
CLT · 3h 19m
11:59 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
10:30 amMDT
7h 24m
IAD · 4h
4:54 pmORD

One-way 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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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 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)
2026-11-20 · one wayAmerican AirlinesAA3974$175.002026-10-29T01:29:03Z
2026-11-20 · one wayUnited AirlinesUA5613$180.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23American AirlinesAA3042 / AA2663$325.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23United AirlinesUA5613 / UA5581$335.002026-10-29T01:29:03Z
2026-11-20 · one wayDelta Air LinesDL5287 + DL1084$180.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23Delta Air LinesDL5287 + DL1084 / DL2358 + DL5477$335.002026-10-29T01:29:03Z
2026-11-27 → 2026-12-04American AirlinesAA3974 / AA2663$373.752026-10-29T01:29:03Z
2026-11-20 · one wayAmerican AirlinesAA3042$175.002026-10-29T01:29:03Z
2026-11-20 · one wayUnited AirlinesUA6054$180.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23American AirlinesAA3974 / AA2663$325.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23United AirlinesUA6054 / UA5581$335.002026-10-29T01:29:03Z
2026-11-27 → 2026-12-04American AirlinesAA3042 / AA2663$373.752026-10-29T01:29:03Z
2026-11-27 → 2026-12-04United AirlinesUA6054 / UA5584$385.252026-10-29T01:29:03Z
2026-11-20 · one wayAmerican AirlinesAA5801 + AA3177$165.002026-10-29T01:29:03Z
2026-11-20 · one wayAmerican AirlinesAA5275 + AA1039$165.002026-10-29T01:29:03Z
2026-11-20 · one wayUnited AirlinesUA4974 + UA1786$170.002026-10-29T01:29:03Z
2026-11-20 → 2026-11-23American AirlinesAA5801 + AA3177 / AA2663$317.502026-10-29T01:29:03Z
2026-11-20 → 2026-11-23American AirlinesAA5275 + AA1039 / AA2663$317.502026-10-29T01:29:03Z
2026-11-20 → 2026-11-23United AirlinesUA6054 / UA1128 + UA4250$327.502026-10-29T01:29:03Z
2026-11-20 → 2026-11-23United AirlinesUA4974 + UA1786 / UA5581$327.502026-10-29T01:29:03Z
2026-11-27 → 2026-12-04American AirlinesAA5275 + AA1039 / AA2663$364.002026-10-29T01:29:03Z
2026-11-27 → 2026-12-04American AirlinesAA5801 + AA3177 / AA2663$364.002026-10-29T01:29:03Z
2026-11-27 → 2026-12-04United AirlinesUA4974 + UA1786 / UA1128 + UA4250$368.002026-10-29T01:29:03Z
2026-11-27 → 2026-12-04United AirlinesUA6054 / UA1128 + UA4250$377.752026-10-29T01:29:03Z
2026-11-27 → 2026-12-04Delta Air LinesDL5287 + DL1084 / DL2358 + DL5477$385.252026-10-29T01:29:03Z

2026-11-20 · one way · $175.00

  • American Airlines AA3974: MDT 2026-11-20 14:13:00 → ORD 2026-11-20 15:34:00; nonstop; 141 minutes. Local airport times.

2026-11-20 · one way · $180.00

  • United Airlines UA5613: MDT 2026-11-20 14:10:00 → ORD 2026-11-20 15:28:00; nonstop; 138 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $325.00

  • American Airlines AA3042: MDT 2026-11-20 06:34:00 → ORD 2026-11-20 08:00:00; nonstop; 146 minutes. Local airport times.
  • American Airlines AA2663: ORD 2026-11-23 19:20:00 → MDT 2026-11-23 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $335.00

  • United Airlines UA5613: MDT 2026-11-20 14:10:00 → ORD 2026-11-20 15:28:00; nonstop; 138 minutes. Local airport times.
  • United Airlines UA5581: ORD 2026-11-23 06:55:00 → MDT 2026-11-23 09:53:00; nonstop; 118 minutes. Local airport times.

2026-11-20 · one way · $180.00

  • Delta Air Lines DL5287 / DL1084: MDT 2026-11-20 12:24:00 → ORD 2026-11-20 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-11-20 12:24:00 → DTW 2026-11-20 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-11-20 17:56:00 → ORD 2026-11-20 18:30:00.

2026-11-20 → 2026-11-23 · $335.00

  • Delta Air Lines DL5287 / DL1084: MDT 2026-11-20 12:24:00 → ORD 2026-11-20 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-11-20 12:24:00 → DTW 2026-11-20 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-11-20 17:56:00 → ORD 2026-11-20 18:30:00.
  • Delta Air Lines DL2358 / DL5477: ORD 2026-11-23 17:02:00 → MDT 2026-11-23 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-11-23 17:02:00 → DTW 2026-11-23 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-11-23 21:40:00 → MDT 2026-11-23 23:10:00.

2026-11-27 → 2026-12-04 · $373.75

  • American Airlines AA3974: MDT 2026-11-27 14:13:00 → ORD 2026-11-27 15:34:00; nonstop; 141 minutes. Local airport times.
  • American Airlines AA2663: ORD 2026-12-04 19:20:00 → MDT 2026-12-04 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-20 · one way · $175.00

  • American Airlines AA3042: MDT 2026-11-20 06:34:00 → ORD 2026-11-20 08:00:00; nonstop; 146 minutes. Local airport times.

2026-11-20 · one way · $180.00

  • United Airlines UA6054: MDT 2026-11-20 10:42:00 → ORD 2026-11-20 11:59:00; nonstop; 137 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $325.00

  • American Airlines AA3974: MDT 2026-11-20 14:13:00 → ORD 2026-11-20 15:34:00; nonstop; 141 minutes. Local airport times.
  • American Airlines AA2663: ORD 2026-11-23 19:20:00 → MDT 2026-11-23 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $335.00

  • United Airlines UA6054: MDT 2026-11-20 10:42:00 → ORD 2026-11-20 11:59:00; nonstop; 137 minutes. Local airport times.
  • United Airlines UA5581: ORD 2026-11-23 06:55:00 → MDT 2026-11-23 09:53:00; nonstop; 118 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $373.75

  • American Airlines AA3042: MDT 2026-11-27 06:34:00 → ORD 2026-11-27 08:00:00; nonstop; 146 minutes. Local airport times.
  • American Airlines AA2663: ORD 2026-12-04 19:20:00 → MDT 2026-12-04 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $385.25

  • United Airlines UA6054: MDT 2026-11-27 10:40:00 → ORD 2026-11-27 12:00:00; nonstop; 140 minutes. Local airport times.
  • United Airlines UA5584: ORD 2026-12-04 10:29:00 → MDT 2026-12-04 13:24:00; nonstop; 115 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • American Airlines AA5801 / AA3177: MDT 2026-11-20 13:59:00 → ORD 2026-11-20 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
    • AA5801: MDT 2026-11-20 13:59:00 → PHL 2026-11-20 14:55:00; layover at PHL: 220 minutes.
    • AA3177: PHL 2026-11-20 18:35:00 → ORD 2026-11-20 20:30:00.

2026-11-20 · one way · $165.00

  • American Airlines AA5275 / AA1039: MDT 2026-11-20 17:46:00 → ORD 2026-11-20 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-20 17:46:00 → CLT 2026-11-20 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-20 22:53:00 → ORD 2026-11-20 23:59:00.

2026-11-20 · one way · $170.00

  • United Airlines UA4974 / UA1786: MDT 2026-11-20 10:30:00 → ORD 2026-11-20 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
    • UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 240 minutes.
    • UA1786: IAD 2026-11-20 15:30:00 → ORD 2026-11-20 16:54:00.

2026-11-20 → 2026-11-23 · $317.50

  • American Airlines AA5801 / AA3177: MDT 2026-11-20 13:59:00 → ORD 2026-11-20 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
    • AA5801: MDT 2026-11-20 13:59:00 → PHL 2026-11-20 14:55:00; layover at PHL: 220 minutes.
    • AA3177: PHL 2026-11-20 18:35:00 → ORD 2026-11-20 20:30:00.
  • American Airlines AA2663: ORD 2026-11-23 19:20:00 → MDT 2026-11-23 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $317.50

  • American Airlines AA5275 / AA1039: MDT 2026-11-20 17:46:00 → ORD 2026-11-20 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-20 17:46:00 → CLT 2026-11-20 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-20 22:53:00 → ORD 2026-11-20 23:59:00.
  • American Airlines AA2663: ORD 2026-11-23 19:20:00 → MDT 2026-11-23 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $327.50

  • United Airlines UA6054: MDT 2026-11-20 10:40:00 → ORD 2026-11-20 12:00:00; nonstop; 140 minutes. Local airport times.
  • United Airlines UA1128 / UA4250: ORD 2026-11-23 13:00:00 → MDT 2026-11-23 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-11-23 13:00:00 → IAD 2026-11-23 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-11-23 17:30:00 → MDT 2026-11-23 18:36:00.

2026-11-20 → 2026-11-23 · $327.50

  • United Airlines UA4974 / UA1786: MDT 2026-11-20 10:30:00 → ORD 2026-11-20 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
    • UA4974: MDT 2026-11-20 10:30:00 → IAD 2026-11-20 11:30:00; layover at IAD: 240 minutes.
    • UA1786: IAD 2026-11-20 15:30:00 → ORD 2026-11-20 16:54:00.
  • United Airlines UA5581: ORD 2026-11-23 06:55:00 → MDT 2026-11-23 09:53:00; nonstop; 118 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $364.00

  • American Airlines AA5275 / AA1039: MDT 2026-11-27 17:46:00 → ORD 2026-11-27 23:59:00; 1 stop(s) via CLT; 433 minutes. Local airport times.
    • AA5275: MDT 2026-11-27 17:46:00 → CLT 2026-11-27 19:34:00; layover at CLT: 199 minutes.
    • AA1039: CLT 2026-11-27 22:53:00 → ORD 2026-11-27 23:59:00.
  • American Airlines AA2663: ORD 2026-12-04 19:20:00 → MDT 2026-12-04 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $364.00

  • American Airlines AA5801 / AA3177: MDT 2026-11-27 13:59:00 → ORD 2026-11-27 20:30:00; 1 stop(s) via PHL; 451 minutes. Local airport times.
    • AA5801: MDT 2026-11-27 13:59:00 → PHL 2026-11-27 14:55:00; layover at PHL: 220 minutes.
    • AA3177: PHL 2026-11-27 18:35:00 → ORD 2026-11-27 20:30:00.
  • American Airlines AA2663: ORD 2026-12-04 19:20:00 → MDT 2026-12-04 22:15:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $368.00

  • United Airlines UA4974 / UA1786: MDT 2026-11-27 10:30:00 → ORD 2026-11-27 16:54:00; 1 stop(s) via IAD; 444 minutes. Local airport times.
    • UA4974: MDT 2026-11-27 10:30:00 → IAD 2026-11-27 11:30:00; layover at IAD: 240 minutes.
    • UA1786: IAD 2026-11-27 15:30:00 → ORD 2026-11-27 16:54:00.
  • United Airlines UA1128 / UA4250: ORD 2026-12-04 13:00:00 → MDT 2026-12-04 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-12-04 13:00:00 → IAD 2026-12-04 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-12-04 17:30:00 → MDT 2026-12-04 18:36:00.

2026-11-27 → 2026-12-04 · $377.75

  • United Airlines UA6054: MDT 2026-11-27 10:42:00 → ORD 2026-11-27 11:59:00; nonstop; 137 minutes. Local airport times.
  • United Airlines UA1128 / UA4250: ORD 2026-12-04 13:00:00 → MDT 2026-12-04 18:36:00; 1 stop(s) via IAD; 276 minutes. Local airport times.
    • UA1128: ORD 2026-12-04 13:00:00 → IAD 2026-12-04 16:03:00; layover at IAD: 87 minutes.
    • UA4250: IAD 2026-12-04 17:30:00 → MDT 2026-12-04 18:36:00.

2026-11-27 → 2026-12-04 · $385.25

  • Delta Air Lines DL5287 / DL1084: MDT 2026-11-27 12:24:00 → ORD 2026-11-27 18:30:00; 1 stop(s) via DTW; 426 minutes. Local airport times.
    • DL5287: MDT 2026-11-27 12:24:00 → DTW 2026-11-27 13:57:00; layover at DTW: 239 minutes.
    • DL1084: DTW 2026-11-27 17:56:00 → ORD 2026-11-27 18:30:00.
  • Delta Air Lines DL2358 / DL5477: ORD 2026-12-04 17:02:00 → MDT 2026-12-04 23:10:00; 1 stop(s) via DTW; 308 minutes. Local airport times.
    • DL2358: ORD 2026-12-04 17:02:00 → DTW 2026-12-04 19:24:00; layover at DTW: 136 minutes.
    • DL5477: DTW 2026-12-04 21:40:00 → MDT 2026-12-04 23:10:00.

More dates for this route