Chicago (MDW) to Samarkand (SKD): 6,588 miles (10,602 km) great-circle, about 13h 40m nonstop by our estimate. Cheapest fare observed: $2458 round-trip on Southwest, with 2 stops, departing June 5, 2026.
$2458 round-trip, Southwest WN2801, departing 2026-06-05 at 05:15, returning 2026-07-31. The recorded itinerary left on a Friday, returning on a Friday 56 nights later; the fare was observed 41 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $2458, it ranked 30th of the 30 round-trip fares we recorded from MDW (median $316). That is 37.3 cents per great-circle mile (round-trip price over one-way distance), above the MDW median of 22.1 cents across 30 round-trip routes.
Routes from MDW of similar length: Tashkent (6,522 mi) at $1922 and Bishkek (6,471 mi) at $1957.
Southwest had the cheapest fare on 12 of 30 MDW routes. It is the 2nd longest of the 30 routes we track from MDW.
Of 17 departure airports with a fare to Samarkand, Chicago (MDW) ranked 17th at $2458. Lowest: $238 from Istanbul (IST); highest: $2458 from Chicago (MDW); 1 nonstop. Cheapest-fare airlines (routes): Turkish (3), airline C6 (2), Azerbaijan Airlines (2), Air Baltic (1), Air Canada (1) and airline 7Q (1), plus 7 more.
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Chicago, Asia/Samarkand; flight time is our estimate.