Cheap flights from Chicago to Istanbul from $361 MDW, ORD, RFD → IST, SAW

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $442 to $804.

At $831, the cheapest return found recently is above that range.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other 9-night return fares leaving within 3 days of 23 Jan 2027 to compare.

Every date we hold

580 fares on 34 departure dates

Which month looks cheapest?

November 2026 is the cheapest month — from $679.

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $325 to $382.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

Yes. Among one-way fares leaving within 3 days of 12 May 2027, 10 May 2027 costs $356: $5 less than the cheapest found recently.

Lufthansa · O'Hare International Airport (ORD) → Istanbul New Airport (IST) · 1 stop · found 6 days ago

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Every date we hold

177 fares on 18 departure dates

Which month looks cheapest?

January 2027 is the cheapest month — from $343.

Return

Fares 60 to 89 days before departure were typically 18% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

One-way

Fares 7 to 13 days before departure were typically 23% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

How much is a return flight from Chicago to Istanbul?

The cheapest return found recently is $831 with Icelandair, 23 Jan 2027 to 1 Feb 2027, found 2 days ago. The cheapest return we hold, of any age, is $679 with Icelandair, 16 Nov to 25 Nov, found 6 days ago. The cheapest return fare on each of 34 departure dates is usually $814 to $1,026.

How much is a one-way flight from Chicago to Istanbul?

The cheapest one-way found recently is $361 with Lufthansa, 12 May 2027, found 2 days ago. The cheapest one-way we hold, of any age, is $343 with Icelandair, 17 Jan 2027, found 3 days ago. The cheapest one-way fare on each of 18 departure dates is usually $363 to $467.

What is the cheapest month to fly from Chicago to Istanbul?

November 2026 is the cheapest month for a return, from $679, 16 Nov to 25 Nov, found 6 days ago. January 2027 is the cheapest month for a one-way, from $343, 17 Jan 2027, found 3 days ago.

Every date in January 2027

How far ahead should I book a flight from Chicago to Istanbul?

In 49 days of prices between 24 Sept and 11 Nov, return fares 60 to 89 days before departure were typically 18% lower than 0 to 6 days before departure. One-way fares 7 to 13 days before departure were typically 23% lower than 0 to 6 days before departure.

Is there a direct flight from Chicago to Istanbul?

Yes, the cheapest nonstop return found recently is $984 with Turkish Airlines, 23 Jan 2027 to 1 Feb 2027, found 2 days ago. The cheapest nonstop one-way found recently is $663 with Turkish Airlines, 26 Apr 2027, found 2 days ago.

Every nonstop date from Chicago to Istanbul

How long is the flight from Chicago to Istanbul?

The cheapest nonstop one-way found recently, with Turkish Airlines on 26 Apr 2027, takes 10 h 25 min from O'Hare International Airport (ORD) to Istanbul New Airport (IST). The cheapest one-way found recently, with Lufthansa on 12 May 2027, takes 20 h 25 min with 1 stop, including a 9 h connection.

Which airlines have the cheapest flights from Chicago to Istanbul?

Between 13 Nov and 1 Jun 2027, United Airlines has the cheapest return on 9 of the 34 departure dates we hold, Icelandair on 9 and KLM on 3. Between 3 Dec and 10 Jun 2027, United Airlines has the cheapest one-way on 5 of the 18 departure dates we hold, Lufthansa on 4 and Icelandair on 3.