Owensboro (OWB) to Chicago (ORD), Dec 11, 2026: round trips from $290, one way from $155

Owensboro (OWB) to Chicago (ORD), Dec 11, 2026: round trips from $290, one way from $155 on Axel, checked Oct 29, 2026. Lowest published fares: $290 round trip, Axel-exclusive, United Airlines, nonstop, Dec 11–12, 2026; $155 one way, Axel-exclusive, United Airlines, nonstop, Dec 11, 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 (Dec 11–12, 2026 · 1 night · 2 adults, 1 room): 3★ Congress Plaza Hotel, $119 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $69 total · 5★ Sofitel Chicago Magnificent Mile, $391 total
• Hotels in Chicago for these nights (Dec 11–13, 2026 · 2 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $232 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $138 total · 5★ Sofitel Chicago Magnificent Mile, $753 total
• Hotels in Chicago for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Congress Plaza Hotel, $349 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $157 total · 5★ Sofitel Chicago Magnificent Mile, $960 total
• Hotels in Chicago for these nights (Dec 11–15, 2026 · 4 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $446 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $176 total · 5★ Sofitel Chicago Magnificent Mile, $1,166 total
• Hotels in Chicago for these nights (Dec 11–16, 2026 · 5 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $533 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $195 total · 5★ Sofitel Chicago Magnificent Mile, $1,440 total
• Hotels in Chicago for these nights (Dec 11–17, 2026 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $619 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $214 total · 5★ Sofitel Chicago Magnificent Mile, $1,642 total
• Hotels in Chicago for these nights (Dec 11–18, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $708 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $233 total · 5★ Sofitel Chicago Magnificent Mile, $1,852 total
• Hotels in Chicago for these nights (Dec 11–19, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $826 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $302 total · 5★ Sofitel Chicago Magnificent Mile, $2,054 total
• Hotels in Chicago for these nights (Dec 11–20, 2026 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $946 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $371 total · 5★ Sofitel Chicago Magnificent Mile, $2,368 total
• Hotels in Chicago for these nights (Dec 11–21, 2026 · 10 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,024 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $390 total · 5★ Sofitel Chicago Magnificent Mile, $2,570 total
• Hotels in Chicago for these nights (Dec 11–22, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,105 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $409 total · 5★ Sofitel Chicago Magnificent Mile, $2,777 total
• Hotels in Chicago for these nights (Dec 11–23, 2026 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,190 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $428 total · 5★ Sofitel Chicago Magnificent Mile, $2,983 total
• Hotels in Chicago for these nights (Dec 11–24, 2026 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,292 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $447 total · 5★ Sofitel Chicago Magnificent Mile, $3,262 total
• Hotels in Chicago for these nights (Dec 11–25, 2026 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $1,408 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $466 total · 5★ Sofitel Chicago Magnificent Mile, $3,527 total

All hotels in Chicago

Route overview: Owensboro to Chicago (ORD) flight deals

2026-12-11 · one way · Axel-exclusive $155.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.

2026-12-11 → 2026-12-12 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-12 21:30:00 → OWB 2026-12-12 23:05:00; nonstop; 95 minutes. Local airport times.

2026-12-11 → 2026-12-13 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-13 21:20:00 → OWB 2026-12-13 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-14 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-14 21:20:00 → OWB 2026-12-14 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-15 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-15 21:20:00 → OWB 2026-12-15 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-17 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-17 21:20:00 → OWB 2026-12-17 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $290.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-18 21:20:00 → OWB 2026-12-18 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $319.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-19 21:23:00 → OWB 2026-12-19 22:59:00; nonstop; 96 minutes. Local airport times.

2026-12-11 → 2026-12-21 · Axel-exclusive $319.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-21 21:20:00 → OWB 2026-12-21 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-22 · Axel-exclusive $319.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-22 21:20:00 → OWB 2026-12-22 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-23 · Axel-exclusive $319.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-23 21:20:00 → OWB 2026-12-23 22:54:00; nonstop; 94 minutes. Local airport times.

2026-12-11 → 2026-12-25 · Axel-exclusive $319.00

• United Airlines UA6076: OWB 2026-12-11 14:40:00 → ORD 2026-12-11 16:27:00; nonstop; 107 minutes. Local airport times.
• United Airlines UA6068: ORD 2026-12-25 21:23:00 → OWB 2026-12-25 22:59:00; nonstop; 96 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 10, 2026 · Return options
• Dec 12, 2026 · Return options
• Hotels in Chicago with Axel

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