Chicago (ORD) to Fort Walton Beach (VPS), Jan 17, 2027: round trips from $305, one way from $140

Chicago (ORD) to Fort Walton Beach (VPS), Jan 17, 2027: round trips from $305, one way from $140 on Axel, checked Oct 29, 2026. Lowest published fares: $305 round trip, Axel-exclusive, Sun Country Airlines / American Airlines, 1 stop, Jan 17–18, 2027; $140 one way, Axel-exclusive, Sun Country Airlines, 1 stop, Jan 17, 2027; 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.

Route overview: Chicago to Fort Walton Beach (VPS) flight deals

2027-01-17 · one way · Axel-exclusive $140.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.

2027-01-17 · one way · Axel-exclusive $180.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.

2027-01-17 → 2027-01-18 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-18 12:03:00 → ORD 2027-01-18 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-18 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-18 12:03:00 → ORD 2027-01-18 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-19 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-19 11:32:00 → ORD 2027-01-19 14:21:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-19 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-19 11:32:00 → ORD 2027-01-19 14:21:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-20 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-20 12:03:00 → ORD 2027-01-20 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-20 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-20 12:03:00 → ORD 2027-01-20 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-21 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-21 12:03:00 → ORD 2027-01-21 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-21 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-21 12:03:00 → ORD 2027-01-21 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-23 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-23 12:03:00 → ORD 2027-01-23 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-23 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-23 12:03:00 → ORD 2027-01-23 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-24 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-24 12:03:00 → ORD 2027-01-24 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-24 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-24 12:03:00 → ORD 2027-01-24 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-25 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-25 12:03:00 → ORD 2027-01-25 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-25 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-25 12:03:00 → ORD 2027-01-25 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-27 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-27 12:03:00 → ORD 2027-01-27 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-27 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-27 12:03:00 → ORD 2027-01-27 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-28 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-28 12:03:00 → ORD 2027-01-28 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-28 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-28 12:03:00 → ORD 2027-01-28 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-29 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-29 12:03:00 → ORD 2027-01-29 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-29 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-29 12:03:00 → ORD 2027-01-29 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-31 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-17 09:55:00 → VPS 2027-01-17 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-17 09:55:00 → MSP 2027-01-17 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-17 14:50:00 → VPS 2027-01-17 17:34:00.
• American Airlines AA3960: VPS 2027-01-31 12:03:00 → ORD 2027-01-31 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-17 → 2027-01-31 · Axel-exclusive $340.00

• American Airlines AA3960: ORD 2027-01-17 08:58:00 → VPS 2027-01-17 11:33:00; nonstop; 155 minutes. Local airport times.
• American Airlines AA3960: VPS 2027-01-31 12:03:00 → ORD 2027-01-31 14:52:00; nonstop; 169 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 16, 2027 · Return options
• Jan 18, 2027 · Return options

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