Dulles (IAD) to Chicago (ORD) · Dec 25, 2026 · return Dec 31, 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: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Chicago for these nights (Dec 25–31, 2026 · 6 nights · 2 adults, 1 room): 3★ The Willows Hotel, $689 total · 4★ The Royal Sonesta Chicago River North, $789 total · 5★ Nobu Hotel Chicago, $2,087 total

All hotels in Chicago

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

2026-12-25 → 2026-12-31 · Axel-exclusive $362.50

• United Airlines UA421: IAD 2026-12-25 22:44:00 → ORD 2026-12-26 00:01:00; nonstop; 137 minutes. Local airport times.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $481.25

• Air Canada AC8619 / UA5704: IAD 2026-12-25 16:30:00 → ORD 2026-12-25 20:48:00; 1 stop(s) via YYZ; 318 minutes. Local airport times.
  • AC8619: IAD 2026-12-25 16:30:00 → YYZ 2026-12-25 17:57:00; layover at YYZ: 89 minutes.
  • UA5704: YYZ 2026-12-25 19:26:00 → ORD 2026-12-25 20:48:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $362.50

• United Airlines UA1775: IAD 2026-12-25 08:15:00 → ORD 2026-12-25 09:40:00; nonstop; 145 minutes. Local airport times.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $384.38

• United Airlines UA3656 / UA3472: IAD 2026-12-25 08:30:00 → ORD 2026-12-25 11:42:00; 1 stop(s) via PIT; 252 minutes. Local airport times.
  • UA3656: IAD 2026-12-25 08:30:00 → PIT 2026-12-25 09:40:00; layover at PIT: 65 minutes.
  • UA3472: PIT 2026-12-25 10:45:00 → ORD 2026-12-25 11:42:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $384.38

• United Airlines UA3543 / UA1299: IAD 2026-12-25 12:40:00 → ORD 2026-12-25 16:44:00; 1 stop(s) via IND; 304 minutes. Local airport times.
  • UA3543: IAD 2026-12-25 12:40:00 → IND 2026-12-25 14:33:00; layover at IND: 114 minutes.
  • UA1299: IND 2026-12-25 16:27:00 → ORD 2026-12-25 16:44:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $384.38

• United Airlines UA6067 / UA6076: IAD 2026-12-25 12:23:00 → ORD 2026-12-25 16:27:00; 1 stop(s) via OWB; 304 minutes. Local airport times.
  • UA6067: IAD 2026-12-25 12:23:00 → OWB 2026-12-25 13:38:00; layover at OWB: 62 minutes.
  • UA6076: OWB 2026-12-25 14:40:00 → ORD 2026-12-25 16:27:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $384.38

• United Airlines UA5025 / UA5045: IAD 2026-12-25 12:40:00 → ORD 2026-12-25 16:00:00; 1 stop(s) via MGW; 260 minutes. Local airport times.
  • UA5025: IAD 2026-12-25 12:40:00 → MGW 2026-12-25 13:50:00; layover at MGW: 69 minutes.
  • UA5045: MGW 2026-12-25 14:59:00 → ORD 2026-12-25 16:00:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $384.38

• United Airlines UA609 / UA609: IAD 2026-12-25 08:15:00 → ORD 2026-12-25 11:20:00; 1 stop(s) via CLE; 245 minutes. Local airport times.
  • UA609: IAD 2026-12-25 08:15:00 → CLE 2026-12-25 09:38:00; layover at CLE: 62 minutes.
  • UA609: CLE 2026-12-25 10:40:00 → ORD 2026-12-25 11:20:00.
• United Airlines UA1357: ORD 2026-12-31 08:52:00 → IAD 2026-12-31 11:54:00; nonstop; 122 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 24, 2026 · Return options
• Dec 26, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Dulles (IAD) to Chicago (ORD) · Dec 25, 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. Under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
• 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.
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