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Pittsburgh → Chicago

Dec 30, 2026 · return Dec 31, 2026

PIT → ORD1 adulteconomyRound trip

6 flight options · 3 airlines

Nonstop flights

Wed, Dec 30 – Thu, Dec 31

American Airlines
11:25 amPIT
1h 58m
Nonstop
12:23 pmORD
American Airlines
5:54 pmORD
1h 42m
Nonstop
8:36 pmPIT

Round-trip total · 1 adult · Taxes included

Wed, Dec 30 – Thu, Dec 31

United Airlines
8:45 amPIT
1h 55m
Nonstop
9:40 amORD
United Airlines
12:48 pmORD
1h 31m
Nonstop
3:19 pmPIT

Round-trip total · 1 adult · Taxes included

Wed, Dec 30 – Thu, Dec 31

American Airlines
4:03 pmPIT
1h 51m
Nonstop
4:54 pmORD
American Airlines
5:54 pmORD
1h 42m
Nonstop
8:36 pmPIT

Round-trip total · 1 adult · Taxes included

Wed, Dec 30 – Thu, Dec 31

United Airlines
7:33 pmPIT
1h 56m
Nonstop
8:29 pmORD
United Airlines
12:48 pmORD
1h 31m
Nonstop
3:19 pmPIT

Round-trip total · 1 adult · Taxes included

One-stop flights

Wed, Dec 30 – Thu, Dec 31

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Wed, Dec 30 – Thu, Dec 31

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
12:48 pmORD
1h 31m
Nonstop
3:19 pmPIT

Round-trip total · 1 adult · Taxes included

Make this trip yours

PIT ⇄ 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 29, 2026 → Dec 30, 2026Dec 31, 2026 → Jan 1, 2027
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: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-30 → 2026-12-31American AirlinesAA4922 / AA2720$306.002026-10-29T01:57:10Z
2026-12-30 → 2026-12-31United AirlinesUA3461 / UA4535$318.002026-10-29T01:57:10Z
2026-12-30 → 2026-12-31Delta Air LinesDL5738 + DL1716 / DL2358 + DL3850$372.002026-10-29T01:57:10Z
2026-12-30 → 2026-12-31American AirlinesAA3239 / AA2720$306.002026-10-29T01:57:10Z
2026-12-30 → 2026-12-31United AirlinesUA3591 / UA4535$318.002026-10-29T01:57:10Z
2026-12-30 → 2026-12-31United AirlinesUA1317 + UA2497 / UA4535$339.002026-10-29T01:57:10Z

2026-12-30 → 2026-12-31 · $306.00

  • American Airlines AA4922: PIT 2026-12-30 11:25:00 → ORD 2026-12-30 12:23:00; nonstop; 118 minutes. Local airport times.
  • American Airlines AA2720: ORD 2026-12-31 17:54:00 → PIT 2026-12-31 20:36:00; nonstop; 102 minutes. Local airport times.

2026-12-30 → 2026-12-31 · $318.00

  • United Airlines UA3461: PIT 2026-12-30 08:45:00 → ORD 2026-12-30 09:40:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA4535: ORD 2026-12-31 12:48:00 → PIT 2026-12-31 15:19:00; nonstop; 91 minutes. Local airport times.

2026-12-30 → 2026-12-31 · $372.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-30 10:31:00 → ORD 2026-12-30 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-30 10:31:00 → DTW 2026-12-30 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-30 13:27:00 → ORD 2026-12-30 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-31 17:02:00 → PIT 2026-12-31 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-31 17:02:00 → DTW 2026-12-31 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-31 21:40:00 → PIT 2026-12-31 22:57:00.

2026-12-30 → 2026-12-31 · $306.00

  • American Airlines AA3239: PIT 2026-12-30 16:03:00 → ORD 2026-12-30 16:54:00; nonstop; 111 minutes. Local airport times.
  • American Airlines AA2720: ORD 2026-12-31 17:54:00 → PIT 2026-12-31 20:36:00; nonstop; 102 minutes. Local airport times.

2026-12-30 → 2026-12-31 · $318.00

  • United Airlines UA3591: PIT 2026-12-30 19:33:00 → ORD 2026-12-30 20:29:00; nonstop; 116 minutes. Local airport times.
  • United Airlines UA4535: ORD 2026-12-31 12:48:00 → PIT 2026-12-31 15:19:00; nonstop; 91 minutes. Local airport times.

2026-12-30 → 2026-12-31 · $339.00

  • United Airlines UA1317 / UA2497: PIT 2026-12-30 15:15:00 → ORD 2026-12-30 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-30 15:15:00 → IAD 2026-12-30 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-30 17:39:00 → ORD 2026-12-30 19:05:00.
  • United Airlines UA4535: ORD 2026-12-31 12:48:00 → PIT 2026-12-31 15:19:00; nonstop; 91 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Pittsburgh (PIT) to Chicago (ORD) · Dec 30, 2026 · return Dec 31, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Search flights and hotels with your AI assistant · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.