The cheapest order to fly Athens, Istanbul and Cairo from Chicago
There are 6 ways to fly these cities. They do not cost the same. The cheapest works out at about $1,002 a person and the most expensive at $1,093, a difference of $91 for visiting exactly the same places.
Fly them in this order
Chicago → Istanbul → Cairo → Athens → Chicago
About $1,002 per person in flights, based on fares recently seen on these routes.
Every order, priced
- Chicago → Istanbul → Cairo → Athens → Chicago$1,002cheapest order
- Chicago → Istanbul → Athens → Cairo → Chicago$1,022$20 more per person
- Chicago → Cairo → Athens → Istanbul → Chicago$1,026$24 more per person
- Chicago → Cairo → Istanbul → Athens → Chicago$1,030$28 more per person
- Chicago → Athens → Cairo → Istanbul → Chicago$1,061$59 more per person
- Chicago → Athens → Istanbul → Cairo → Chicago$1,093$91 more per person
Why Istanbul first
- Chicago to Istanbul$365
- Istanbul to Cairo$86
- Cairo to Athens$74
- Athens to Chicago$477
- Out of Chicago, Istanbul is the cheapest first stop at about $365. Cairo would be $431.
- Going home, the cheapest flight leaves from Istanbul at about $465, but the cheapest order ends in Athens at $477 because the rest of the route is cheaper that way.
- Istanbul to Athens is about $40, but the other way round is $56. Same two cities, $16 apart on direction alone.
- The dearest order pays $527 for Cairo to Chicago, a flight the cheapest order never takes.
- Athens to Chicago is 48% of what the cheapest order spends on flights, so it is the leg to watch.
Between the cities
- Istanbul to Cairo: about 1,240 km (770 miles) as the crow flies. No train or bus we would suggest instead of flying.
- Cairo to Athens: about 1,120 km (700 miles) as the crow flies. No train or bus we would suggest instead of flying.
Entry rules on a US passport
- US passport: visa-free in Türkiye for up to 90 days in any 180. No e-Visa since December 2023, so you can leave the airport on a layover. Official source
- US passport: e-Visa or visa on arrival for Egypt. Official source
- US passport: visa-free in the Schengen area for 90 days in any 180. The Entry/Exit System registers biometrics at the border, and the ETIAS pre-travel authorisation may now be required; check the official site. Official source
Rules change; check the official source for your passport and dates before you book.
How much the order matters here
Getting the order right is worth $91 a person on this trip, 9% of what the cheapest way round costs. Of the 72 trips we price in full, that is number 69 for how much the order matters, one of the smaller gaps: on this trip your dates are likely to matter more than the order.
What these numbers are
Cached one-way fares, 12 of 12 legs priced from real observations, put together on October 29, 2026, from fares departing October 30, 2026 onwards. Right for comparing one order with another, not a quote for your dates.
A plan prices your own dates and weighs hours as well as fares, so it can pick a different order from this page.
Put dates on it
Same cities on real dates, plus what one search cannot show: layovers long enough to count as a free city, two tickets that beat one, and cheaper days either side. No account and no card.
One press starts it on January 2, 2027 to January 16, 2027, 14 days, for 2 travelers. Our dates, not yours, and about two minutes.
Plan Athens, Istanbul and Cairo from Chicago nowOpen the form instead and pick your own datesSigned out, 3 plans a day per address, priced from cached fares and the free sources, so some legs may be estimates and the plan says which. Signed in, legs are checked live, with 2 free trips you can change afterwards.