Chicago (ORD) to Fort Walton Beach (VPS), Jan 14, 2027: round trips from $305, one way from $140

Chicago (ORD) to Fort Walton Beach (VPS), Jan 14, 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 14–15, 2027; $140 one way, Axel-exclusive, Sun Country Airlines, 1 stop, Jan 14, 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

2027-01-14 · one way · Axel-exclusive $140.00

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

2027-01-14 · one way · Axel-exclusive $170.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.

2027-01-14 → 2027-01-15 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-14 09:55:00 → VPS 2027-01-14 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-14 09:55:00 → MSP 2027-01-14 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-14 14:50:00 → VPS 2027-01-14 17:34:00.
• American Airlines AA3960: VPS 2027-01-15 12:03:00 → ORD 2027-01-15 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-15 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-15 12:03:00 → ORD 2027-01-15 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-16 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-14 09:55:00 → VPS 2027-01-14 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-14 09:55:00 → MSP 2027-01-14 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-14 14:50:00 → VPS 2027-01-14 17:34:00.
• American Airlines AA3960: VPS 2027-01-16 12:03:00 → ORD 2027-01-16 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-16 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-16 12:03:00 → ORD 2027-01-16 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-17 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-17 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-17 12:03:00 → ORD 2027-01-17 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-18 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-18 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-18 12:03:00 → ORD 2027-01-18 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-20 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-20 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-20 12:03:00 → ORD 2027-01-20 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-21 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-21 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-21 12:03:00 → ORD 2027-01-21 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-22 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-14 09:55:00 → VPS 2027-01-14 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-14 09:55:00 → MSP 2027-01-14 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-14 14:50:00 → VPS 2027-01-14 17:34:00.
• American Airlines AA3960: VPS 2027-01-22 12:03:00 → ORD 2027-01-22 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-22 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-22 12:03:00 → ORD 2027-01-22 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-24 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-24 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-24 12:03:00 → ORD 2027-01-24 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-25 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-25 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-25 12:03:00 → ORD 2027-01-25 14:52:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-26 · Axel-exclusive $305.00

• Sun Country Airlines SY260 / SY1813: ORD 2027-01-14 09:55:00 → VPS 2027-01-14 17:34:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • SY260: ORD 2027-01-14 09:55:00 → MSP 2027-01-14 11:36:00; layover at MSP: 194 minutes.
  • SY1813: MSP 2027-01-14 14:50:00 → VPS 2027-01-14 17:34:00.
• American Airlines AA3960: VPS 2027-01-26 11:32:00 → ORD 2027-01-26 14:21:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-26 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-26 11:32:00 → ORD 2027-01-26 14:21:00; nonstop; 169 minutes. Local airport times.

2027-01-14 → 2027-01-28 · Axel-exclusive $305.00

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

2027-01-14 → 2027-01-28 · Axel-exclusive $330.00

• American Airlines AA1784 / AA5126: ORD 2027-01-14 06:50:00 → VPS 2027-01-14 12:19:00; 1 stop(s) via CLT; 329 minutes. Local airport times.
  • AA1784: ORD 2027-01-14 06:50:00 → CLT 2027-01-14 09:57:00; layover at CLT: 79 minutes.
  • AA5126: CLT 2027-01-14 11:16:00 → VPS 2027-01-14 12:19:00.
• American Airlines AA3960: VPS 2027-01-28 12:03:00 → ORD 2027-01-28 14:52:00; nonstop; 169 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 13, 2027 · Return options
• Jan 15, 2027 · Return options

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• Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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