Istanbul

$361+ Cheap flights from Chicago (CHI) to Istanbul

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — IST
Nov 29 — Dec 61
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Istanbul are usually found in November or January, booked 19 days in advance, depart on a Wednesday or Monday and return on a Monday

Find flight deals from Chicago to Istanbul

Cheapest flights from Chicago to Istanbul
Explore the most affordable flight options available from Chicago to Istanbul. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/307:20 pmORD - SAW
1 stop15h 50mMultiple Airlines
Sat 12/139:05 amSAW - ORD
1 stop16h 40mMultiple Airlines
Deal found 10/29$705
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:00 amORD - IST
2 stops35h 50mDelta
Tue 3/104:50 amIST - ORD
1 stop19h 20mDelta
Deal found 10/29$707
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:35 amORD - IST
2 stops21h 20mDelta
Mon 12/224:50 amIST - ORD
1 stop19h 20mDelta
Deal found 10/30$708
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/54:20 pmORD - SAW
2 stops17h 40mMultiple Airlines
Wed 11/128:45 amSAW - ORD
2 stops20h 20mMultiple Airlines
Deal found 10/29$708
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:10 amORD - IST
2 stops24h 45mDelta
Thu 3/195:55 pmIST - ORD
1 stop29h 25mDelta
Deal found 10/29$709
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:31 pmORD - IST
3 stops20h 34mMultiple Airlines
Tue 11/187:20 pmIST - ORD
2 stops28h 40mMultiple Airlines
Deal found 10/28$712
This Mytrip deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/173:55 pmORD - SAW
3 stops19h 05mMultiple Airlines
Mon 11/249:05 amSAW - ORD
2 stops20h 00mMultiple Airlines
Deal found 10/27$712
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:25 pmORD - IST
1 stop15h 30mDelta
Tue 3/34:50 amIST - ORD
2 stops23h 39mDelta
Deal found 10/28$713
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:20 pmORD - SAW
1 stop15h 50mMultiple Airlines
Fri 11/149:05 amSAW - ORD
1 stop16h 40mMultiple Airlines
Deal found 10/30$713
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/294:25 pmORD - IST
1 stop15h 30mDelta
Mon 3/24:50 amIST - ORD
2 stops21h 47mDelta
Deal found 10/28$714
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:20 pmORD - SAW
2 stops26h 35mMultiple Airlines
Mon 12/229:05 amSAW - ORD
1 stop16h 40mMultiple Airlines
Deal found 10/29$714
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/305:20 pmORD - IST
1 stop25h 30mDelta
Wed 3/44:50 amIST - ORD
1 stop19h 20mDelta
Deal found 10/28$715

Cheap flight deals from Chicago to Istanbul

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Istanbul (TR5). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Round-trip from

$705
(Kiwi.com)

One-way from

$361
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$949
From Chicago (CHI) to Istanbul
One-way flight from Chicago (CHI) to Istanbul
Highest demand for flights based on searches. 14% potential increase in price ($178 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($32 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Istanbul that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Chicago to Istanbul that are best for you.

Fly from

Chicago

Fly to

Istanbul

Route

Depart

Return

Price

ChicagoIstanbul

MDW - IST

MDWIST

Chicago Midway

Wed 1/28

1:49 pm-4:55 pm

2 stops18h 06m

Istanbul

Tue 2/10

4:50 am-5:55 pm

2 stops22h 05m

$718

ChicagoIstanbul

MDW - IST

MDWIST

Chicago Midway

Mon 12/1

9:34 am-4:55 pm

2 stops22h 21m

Istanbul

Sun 12/7

4:50 am-6:00 pm

2 stops22h 10m

$718

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Mon 11/17

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Mon 11/24

9:00 am-2:20 pm

1 stop14h 20m

$719

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Sun 11/16

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Sun 11/23

9:00 am-2:20 pm

1 stop14h 20m

$719

ChicagoIstanbul

ORD - IST

ORDIST

Chicago O'Hare Intl

Tue 12/30

9:41 am-4:55 pm

2 stops22h 14m

Istanbul

Wed 2/18

5:55 pm-4:37 pm

2 stops31h 42m

$719

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Sat 1/24

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Mon 2/2

9:00 am-2:20 pm

1 stop14h 20m

$719

ChicagoIstanbul

MDW - IST

MDWIST

Chicago Midway

Mon 1/12

9:34 am-4:55 pm

2 stops22h 21m

Istanbul

Sat 1/24

5:55 pm-5:55 pm

2 stops33h 00m

$719

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Fri 11/28

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Sat 12/6

9:00 am-2:20 pm

1 stop14h 20m

$719

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Mon 12/1

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Mon 12/29

9:00 am-2:20 pm

1 stop14h 20m

$719

ChicagoIstanbul

ORD - SAW

ORDSAW

Chicago O'Hare Intl

Sun 12/7

4:25 pm-5:25 pm

1 stop16h 00m

Istanbul Sabiha Gokcen

Fri 1/23

9:00 am-2:20 pm

1 stop14h 20m

$719

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Istanbul

Have a flexible travel schedule? Discover the best time to fly to Istanbul from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Istanbul

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Istanbul. Price data was last updated on October 24, 2025.

The price you pay for your flight from Chicago to Istanbul may vary depending on when you book. For the best chance of a lower fare, look to book 19 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Istanbul?

Currently, November is the cheapest month in which you can book a flight from Chicago to Istanbul (average of $387). Flying from Chicago to Istanbul in June is currently the most expensive (average of $854). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to IST?

Find hourly flight availability from Chicago to Istanbul. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s optimal to fly from Chicago to Istanbul in the evening. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Istanbul. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Istanbul flight should consider departing on Sunday at noon when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Istanbul?

Reviews of airlines servicing Istanbul

Get insights into the airlines that provide service to Istanbul. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Istanbul. Reviews last updated October 30, 2025.
Get a feel of what it's like to fly with Delta, LOT, and Turkish Airlines from Chicago to Istanbul by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Istanbul. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago to Istanbul?

    Delta and KLM can get you from Chicago to Istanbul in just under 16h. Your travel time can differ by up to 2h 06m. The distance from Chicago to Istanbul is about 5494 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Istanbul round-trip?

    Cheapflights users have booked flights from Chicago to Istanbul round-trip from $382. Other airlines that can offer you cheap pricing are Icelandair, from $446, and Turkish Airlines, from $652. Users have found that Air Serbia is 62% cheaper than the other options available to this destination.

  • What are the most popular routes from Chicago to Istanbul?

  • What are the most reliable airlines from Chicago to Istanbul?

    No one likes to see their flight delayed. When booking a flight from Chicago to Istanbul consider choosing Pakistan International Airlines (69%), MIAT Mongolian (69%) or IndiGo (68%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Istanbul?

    The cheapest flight price from Chicago to Istanbul is $360. On average you can expect to pay $1,543. The most popular route, (Chicago O'Hare Intl - Istanbul), can usually be booked for $588.

  • Can I find deals for flights from Chicago to Istanbul that include hotel bookings?

    Yes. In addition to deals on Chicago to Istanbul flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Istanbul?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Istanbul.

  • Can I find deals for business class flights from Chicago to Istanbul?

    Yes. Cheapflights offers flight deals from Chicago to Istanbul by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Istanbul?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Istanbul (average of $387). Flying from Chicago to Istanbul in June is currently the most expensive (average of $854). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 10 airlines flying from Chicago to Istanbul

Discover the top 10 airlines that operate flights from Chicago to Istanbul. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air SerbiaCheapest$382Average$1,122FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$446Average$730FlexibilityNo cancel feeOn-time76%
Turkish AirlinesCheapest$652Average$1,009FlexibilityNo cancel feeOn-time77%
LOTCheapest$683Average$983FlexibilityNo cancel feeOn-time81%
KLMCheapest$720Average$775FlexibilityNo cancel feeOn-time75%
Etihad AirwaysCheapest$721Average$852FlexibilityNo cancel feeOn-time75%
Royal JordanianCheapest$742Average$825FlexibilityNo cancel feeOn-time61%
LufthansaCheapest$780Average$1,143FlexibilityNo cancel feeOn-time76%
DeltaCheapest$781Average$1,093FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$785Average$1,217FlexibilityNo cancel feeOn-time67%

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