Skip to content
7,104 deals tracked live · Updated every 6h · 100% free, no commissions — Get free alerts ✈
🏖️ Plot twist: our deal-hunter finally booked one of his own deals. Full deal firepower returns 2 September — the robots keep posting finds while he's gone.
✈️ No Commissions — Honest Flight Deals Every Day
✗ Expired

Chicago to Sofia, Bulgaria from $659

🔥Exceptional DealAiFly Score: 75/100Verified 11 Aug 2026 01:00 UTC

Chicago to Sofia with Turkish Airlines from $659 / €647 — 18% below the typical deal price of $800.

✓ Verified DealUpdated just now
🏷️ 18% below typical deal priceTypical deal price: $800
This deal vs. typical deal price for this route — verified 13 Jul 2026 at 06:11 UTC

Tickets from $659 both ways — checked baggage included.

✈️ Turkish Airlines — AFR 65/100 (full-service)
In this fare:
  • Checked baggage: 2 × 50 lb
  • Onboard meal: Hot meal
  • WiFi: Free messaging (members only)
  • Cabin: 31″ pitch on A321neo
📍 Routing & layovers
  • Outbound — Layover 1h 45m (Good connection)
  • Return — Layover in IST: 13h 10m (Very long layover) 🌆
  • Return — 🌆 13h 10m in Istanbul — Visit Hagia Sophia, walk to the Blue Mosque, or see Grand Bazaar (or Topkapi Palace + Bosphorus ferry). 50 min from IST to the city · Turkish Airlines TourIstanbul — free guided tour for 6-24h layovers + Stopover hotel programme · EU passports visa-free 90 days; USA/CA e-Visa $50 online · full layover guide → · Turkish Airlines' free Istanbul hotel →.

Available Dates

Select a date to check live prices on Skyscanner.

📅 10 Aug → 10 Sep — date has passed. See current deals from Chicago.
⚠️ All booking links removed

AiFly automatic review on 11 Aug 2026 at 01:00 UTC found that current prices for every advertised date are over 30% above the published €606 — booking links are no longer accurate.

👉 See current deals from Chicago

Prices verified at time of publication. Always confirm on Skyscanner before booking.

🧳 Baggage Allowance

Bag Type Dimensions / Weight Included
👜 Personal Item 40 × 30 × 15 cm, 4 kg (under seat) ✅ Yes
🎒 Cabin Bag 18 lb ✅ Yes
🧳 Checked Bag 2 × 50 lb ✅ Yes

✅ Turkish Airlines fare includes 2 × 50 lb checked baggage.

📋 Full Turkish Airlines baggage allowance & fees →

🌍 About Sofia
Sofia sits right under Vitosha, a 2,290m mountain you can reach by public transport from downtown — locals ski it in winter and hike it in summer, which no other EU capital really offers. The other distinctive thing is the Square of Tolerance: an Orthodox church, a Catholic cathedral, the Banya Bashi Mosque and Europe's third-largest synagogue all within a few minutes' walk. Don't miss the Roman ruins of Serdica, excavated and left open inside the Serdika metro station — you walk past 2nd-century streets to catch a train. Eat banitsa, the flaky cheese pastry sold at every bakery for pocket change; Sofia is one of the cheapest capitals in the EU, so a deal fare goes a long way. Come May, June or September for warm, sunny days; December–February is cold and snowy unless you're there to ski.

🔍 Every deal on AiFly passes automated verification gates and human editorial review before publishing — how we verify deals.

Posted 51d ago

More deals you might like

Loading route… Book Now →
Find your deal