Dulles (IAD) to Chicago (ORD), Nov 23–28, 2026: from $334 round trip

Dulles (IAD) to Chicago (ORD), Nov 23–28, 2026: from $334 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $334 round trip, Axel-exclusive, United Airlines, nonstop, Nov 23–28, 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.

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

• Hotels in Chicago for these nights (Nov 23–28, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

All hotels in Chicago

Route overview: Washington, DC to Chicago (ORD) flight deals

2026-11-23 → 2026-11-28 · Axel-exclusive $333.50

• United Airlines UA635: IAD 2026-11-23 10:10:00 → ORD 2026-11-23 11:33:00; nonstop; 143 minutes. Local airport times.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $428.50

• Air Canada AC8619 / UA5704: IAD 2026-11-23 16:30:00 → ORD 2026-11-23 20:48:00; 1 stop(s) via YYZ; 318 minutes. Local airport times.
  • AC8619: IAD 2026-11-23 16:30:00 → YYZ 2026-11-23 17:57:00; layover at YYZ: 89 minutes.
  • UA5704: YYZ 2026-11-23 19:26:00 → ORD 2026-11-23 20:48:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $333.50

• United Airlines UA2331: IAD 2026-11-23 13:00:00 → ORD 2026-11-23 14:24:00; nonstop; 144 minutes. Local airport times.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $351.00

• United Airlines UA5025 / UA5045: IAD 2026-11-23 12:40:00 → ORD 2026-11-23 16:00:00; 1 stop(s) via MGW; 260 minutes. Local airport times.
  • UA5025: IAD 2026-11-23 12:40:00 → MGW 2026-11-23 13:50:00; layover at MGW: 69 minutes.
  • UA5045: MGW 2026-11-23 14:59:00 → ORD 2026-11-23 16:00:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $351.00

• United Airlines UA6067 / UA6076: IAD 2026-11-23 12:23:00 → ORD 2026-11-23 16:27:00; 1 stop(s) via OWB; 304 minutes. Local airport times.
  • UA6067: IAD 2026-11-23 12:23:00 → OWB 2026-11-23 13:38:00; layover at OWB: 62 minutes.
  • UA6076: OWB 2026-11-23 14:40:00 → ORD 2026-11-23 16:27:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $351.00

• United Airlines UA609 / UA609: IAD 2026-11-23 08:15:00 → ORD 2026-11-23 11:20:00; 1 stop(s) via CLE; 245 minutes. Local airport times.
  • UA609: IAD 2026-11-23 08:15:00 → CLE 2026-11-23 09:38:00; layover at CLE: 62 minutes.
  • UA609: CLE 2026-11-23 10:40:00 → ORD 2026-11-23 11:20:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $351.00

• United Airlines UA3543 / UA1299: IAD 2026-11-23 12:40:00 → ORD 2026-11-23 16:44:00; 1 stop(s) via IND; 304 minutes. Local airport times.
  • UA3543: IAD 2026-11-23 12:40:00 → IND 2026-11-23 14:33:00; layover at IND: 114 minutes.
  • UA1299: IND 2026-11-23 16:27:00 → ORD 2026-11-23 16:44:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 minutes. Local airport times.

2026-11-23 → 2026-11-28 · Axel-exclusive $351.00

• United Airlines UA3656 / UA3472: IAD 2026-11-23 08:30:00 → ORD 2026-11-23 11:42:00; 1 stop(s) via PIT; 252 minutes. Local airport times.
  • UA3656: IAD 2026-11-23 08:30:00 → PIT 2026-11-23 09:40:00; layover at PIT: 65 minutes.
  • UA3472: PIT 2026-11-23 10:45:00 → ORD 2026-11-23 11:42:00.
• United Airlines UA773: ORD 2026-11-28 21:35:00 → IAD 2026-11-29 00:24:00; nonstop; 109 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 22, 2026 · Return options
• Nov 24, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Dulles (IAD) to Chicago (ORD) · Nov 23, 2026 · return Nov 28, 2026: 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 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.
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