Dulles (IAD) to Chicago (ORD) · Dec 25, 2026 · return Jan 4, 2027

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.

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

2026-12-25 → 2027-01-04 · Axel-exclusive $326.25

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $445.00

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $326.25

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $348.13

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $348.13

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $348.13

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $348.13

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 11:54:00; nonstop; 122 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $348.13

• 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 2027-01-04 08:52:00 → IAD 2027-01-04 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 Jan 4, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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• 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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