Pittsburgh (PIT) to Chicago (ORD), Nov 19, 2026 – Dec 2, 2026: from $255 round trip

Pittsburgh (PIT) to Chicago (ORD), Nov 19, 2026 – Dec 2, 2026: from $255 round trip on Axel, checked Nov 10, 2026. Lowest published fare: $255 round trip, Axel-exclusive, American Airlines, nonstop, Nov 19, 2026 – Dec 2, 2026, 1 adult, economy, checked Nov 10, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 19 – Dec 2, 2026 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $135 a night, $1,755 for 13 nights · 4★ Crowne Plaza Chicago West Loop by IHG, $141 a night, $1,839 for 13 nights · 5★ Sofitel Chicago Magnificent Mile, $264 a night, $3,431.50 for 13 nights

All hotels in Chicago

2026-11-19 → 2026-12-02 · Axel-exclusive $255.00

• American Airlines AA3046: PIT 2026-11-19 16:05:00 → ORD 2026-11-19 16:59:00; nonstop; 114 minutes. Local airport times.
• American Airlines AA2572: ORD 2026-12-02 16:50:00 → PIT 2026-12-02 19:34:00; nonstop; 104 minutes. Local airport times.

2026-11-19 → 2026-12-02 · Axel-exclusive $265.00

• United Airlines UA312: PIT 2026-11-19 18:01:00 → ORD 2026-11-19 18:49:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA3465: ORD 2026-12-02 07:25:00 → PIT 2026-12-02 10:04:00; nonstop; 99 minutes. Local airport times.

2026-11-19 → 2026-12-02 · Axel-exclusive $310.00

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

2026-11-19 → 2026-12-02 · Axel-exclusive $255.00

• American Airlines AA4922: PIT 2026-11-19 11:25:00 → ORD 2026-11-19 12:23:00; nonstop; 118 minutes. Local airport times.
• American Airlines AA2572: ORD 2026-12-02 16:50:00 → PIT 2026-12-02 19:34:00; nonstop; 104 minutes. Local airport times.

2026-11-19 → 2026-12-02 · Axel-exclusive $265.00

• United Airlines UA5668: PIT 2026-11-19 10:49:00 → ORD 2026-11-19 11:45:00; nonstop; 116 minutes. Local airport times.
• United Airlines UA3465: ORD 2026-12-02 07:25:00 → PIT 2026-12-02 10:04:00; nonstop; 99 minutes. Local airport times.

2026-11-19 → 2026-12-02 · Axel-exclusive $282.50

• United Airlines UA1317 / UA2497: PIT 2026-11-19 15:15:00 → ORD 2026-11-19 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
  • UA1317: PIT 2026-11-19 15:15:00 → IAD 2026-11-19 16:20:00; layover at IAD: 79 minutes.
  • UA2497: IAD 2026-11-19 17:39:00 → ORD 2026-11-19 19:05:00.
• United Airlines UA3465: ORD 2026-12-02 07:25:00 → PIT 2026-12-02 10:04:00; nonstop; 99 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Nov 18, 2026 · Return options
• Nov 20, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Pittsburgh (PIT) to Chicago (ORD) · Nov 19, 2026 · return Dec 2, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
• 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. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. 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.

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