Pittsburgh (PIT) to Chicago (ORD), Nov 14, 2026: round trips from $255, one way from $135

Pittsburgh (PIT) to Chicago (ORD), Nov 14, 2026: round trips from $255, one way from $135 on Axel, checked Oct 29, 2026. Lowest published fares: $255 round trip, Axel-exclusive, American Airlines, nonstop, Nov 14–15, 2026; $135 one way, Axel-exclusive, American Airlines, nonstop, Nov 14, 2026; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 14–15, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $173 total · 4★ Hilton Chicago, $196 total · 5★ Sofitel Chicago Magnificent Mile, $297 total
• Hotels in Chicago for these nights (Nov 14–16, 2026 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $312 total · 4★ Millennium Hotel Knickerbocker Chicago, $416 total · 5★ Sofitel Chicago Magnificent Mile, $600 total
• Hotels in Chicago for these nights (Nov 14–17, 2026 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $439 total · 4★ Millennium Hotel Knickerbocker Chicago, $576 total · 5★ Sofitel Chicago Magnificent Mile, $1,060 total
• Hotels in Chicago for these nights (Nov 14–18, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $540 total · 4★ Millennium Hotel Knickerbocker Chicago, $733 total · 5★ Sofitel Chicago Magnificent Mile, $1,509 total
• Hotels in Chicago for these nights (Nov 14–19, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $654 total · 4★ Millennium Hotel Knickerbocker Chicago, $876 total · 5★ Sofitel Chicago Magnificent Mile, $1,822 total
• Hotels in Chicago for these nights (Nov 14–20, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $762 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,015 total · 5★ Sofitel Chicago Magnificent Mile, $2,136 total
• Hotels in Chicago for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $968 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,207 total · 5★ Sofitel Chicago Magnificent Mile, $2,433 total
• Hotels in Chicago for these nights (Nov 14–22, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,166 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,412 total · 5★ Sofitel Chicago Magnificent Mile, $2,686.50 total
• Hotels in Chicago for these nights (Nov 14–23, 2026 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,275 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,529 total · 5★ Sofitel Chicago Magnificent Mile, $2,896.50 total
• Hotels in Chicago for these nights (Nov 14–24, 2026 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,384 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,646 total · 5★ Sofitel Chicago Magnificent Mile, $3,106.50 total
• Hotels in Chicago for these nights (Nov 14–25, 2026 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,493 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,766 total · 5★ Sofitel Chicago Magnificent Mile, $3,309.50 total
• Hotels in Chicago for these nights (Nov 14–26, 2026 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,594 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,894 total · 5★ Sofitel Chicago Magnificent Mile, $3,519.50 total
• Hotels in Chicago for these nights (Nov 14–27, 2026 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,731 total · 4★ Millennium Hotel Knickerbocker Chicago, $2,016 total · 5★ Sofitel Chicago Magnificent Mile, $3,718.50 total
• Hotels in Chicago for these nights (Nov 14–28, 2026 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,898 total · 4★ Millennium Hotel Knickerbocker Chicago, $2,181 total · 5★ Sofitel Chicago Magnificent Mile, $4,021.50 total

All hotels in Chicago

2026-11-14 · one way · Axel-exclusive $135.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.

2026-11-14 · one way · Axel-exclusive $140.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.

2026-11-14 → 2026-11-15 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3239: ORD 2026-11-15 12:29:00 → PIT 2026-11-15 15:07:00; nonstop; 98 minutes. Local airport times.

2026-11-14 → 2026-11-15 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA3464: ORD 2026-11-15 21:30:00 → PIT 2026-11-15 23:59:00; nonstop; 89 minutes. Local airport times.

2026-11-14 → 2026-11-16 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA4363: ORD 2026-11-16 21:00:00 → PIT 2026-11-16 23:44:00; nonstop; 104 minutes. Local airport times.

2026-11-14 → 2026-11-16 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA5611: ORD 2026-11-16 06:59:00 → PIT 2026-11-16 09:30:00; nonstop; 91 minutes. Local airport times.

2026-11-14 → 2026-11-17 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA383: ORD 2026-11-17 18:17:00 → PIT 2026-11-17 20:57:00; nonstop; 100 minutes. Local airport times.

2026-11-14 → 2026-11-17 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA3484: ORD 2026-11-17 15:45:00 → PIT 2026-11-17 18:19:00; nonstop; 94 minutes. Local airport times.

2026-11-14 → 2026-11-18 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3012: ORD 2026-11-18 17:00:00 → PIT 2026-11-18 19:43:00; nonstop; 103 minutes. Local airport times.

2026-11-14 → 2026-11-18 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA1946: ORD 2026-11-18 18:10:00 → PIT 2026-11-18 20:49:00; nonstop; 99 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA383: ORD 2026-11-20 18:13:00 → PIT 2026-11-20 21:00:00; nonstop; 107 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA3464: ORD 2026-11-20 21:30:00 → PIT 2026-11-20 23:59:00; nonstop; 89 minutes. Local airport times.

2026-11-14 → 2026-11-21 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3049: ORD 2026-11-21 16:59:00 → PIT 2026-11-21 19:43:00; nonstop; 104 minutes. Local airport times.

2026-11-14 → 2026-11-21 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA4549: ORD 2026-11-21 15:55:00 → PIT 2026-11-21 18:40:00; nonstop; 105 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $255.00

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA4757: ORD 2026-11-22 09:49:00 → PIT 2026-11-22 12:34:00; nonstop; 105 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $265.00

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA1946: ORD 2026-11-22 18:23:00 → PIT 2026-11-22 21:02:00; nonstop; 99 minutes. Local airport times.

2026-11-14 → 2026-11-24 · Axel-exclusive $299.63

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3049: ORD 2026-11-24 16:59:00 → PIT 2026-11-24 19:43:00; nonstop; 104 minutes. Local airport times.

2026-11-14 → 2026-11-24 · Axel-exclusive $311.38

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA1349: ORD 2026-11-24 14:16:00 → PIT 2026-11-24 16:55:00; nonstop; 99 minutes. Local airport times.

2026-11-14 → 2026-11-25 · Axel-exclusive $299.63

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3012: ORD 2026-11-25 17:00:00 → PIT 2026-11-25 19:43:00; nonstop; 103 minutes. Local airport times.

2026-11-14 → 2026-11-25 · Axel-exclusive $311.38

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA1349: ORD 2026-11-25 14:16:00 → PIT 2026-11-25 16:55:00; nonstop; 99 minutes. Local airport times.

2026-11-14 → 2026-11-26 · Axel-exclusive $299.63

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA2720: ORD 2026-11-26 17:54:00 → PIT 2026-11-26 20:36:00; nonstop; 102 minutes. Local airport times.

2026-11-14 → 2026-11-26 · Axel-exclusive $311.38

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA1349: ORD 2026-11-26 14:16:00 → PIT 2026-11-26 16:55:00; nonstop; 99 minutes. Local airport times.

2026-11-14 → 2026-11-28 · Axel-exclusive $299.63

• American Airlines AA3264: PIT 2026-11-14 15:59:00 → ORD 2026-11-14 16:59:00; nonstop; 120 minutes. Local airport times.
• American Airlines AA3049: ORD 2026-11-28 16:59:00 → PIT 2026-11-28 19:43:00; nonstop; 104 minutes. Local airport times.

2026-11-14 → 2026-11-28 · Axel-exclusive $311.38

• United Airlines UA2180: PIT 2026-11-14 14:07:00 → ORD 2026-11-14 14:55:00; nonstop; 108 minutes. Local airport times.
• United Airlines UA4549: ORD 2026-11-28 15:55:00 → PIT 2026-11-28 18:40:00; nonstop; 105 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 13, 2026 · Return options
• Nov 15, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Pittsburgh (PIT) to Chicago (ORD) · Nov 14, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. 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 lowest saved totals among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested 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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