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$305+ Cheap flights from Iceland to Chicago (CHI)

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
KEF — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Iceland to Chicago

Keep the following information in mind while searching for Iceland to Chicago flight deals. Data was last updated September 15, 2025.

Round-trip from

$513
(Vliegwinkel)

One-way from

$305
(Kiwi.com)

Good one-way deal

$530 or less
From Iceland to Chicago (CHI)
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One-way flight from Iceland to Chicago (CHI)
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Price to beat on a one-way flight from Iceland to Chicago (CHI).
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Find flight deals from Iceland to Chicago

Cheapest flights from Iceland to Chicago
Explore the most affordable flight options available from Iceland to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Vliegwinkel deal was found by Cheapflights users on 9/14. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:25 amKEF - ORD
1 stop35h 20mScandinavian Airlines
Fri 11/147:20 pmORD - KEF
1 stop33h 25mScandinavian Airlines
Deal found 9/14$513
This Ticket deal was found by Cheapflights users on 9/15. 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 Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:30 pmKEF - ORD
Nonstop6h 50mIcelandair
Fri 11/146:30 pmORD - KEF
Nonstop6h 15mIcelandair
Deal found 9/15$523
This Flighttix deal was found by Cheapflights users on 9/14. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:30 pmKEF - ORD
Nonstop6h 50mIcelandair
Tue 12/236:30 pmORD - KEF
Nonstop6h 15mIcelandair
Deal found 9/14$556
This Booking.com deal was found by Cheapflights users on 9/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2911:30 amKEF - ORD
1 stop14h 35mScandinavian Airlines
Wed 11/57:20 pmORD - KEF
1 stop33h 25mScandinavian Airlines
Deal found 9/13$578
This Icelandair deal was found by Cheapflights users on 9/13. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/294:45 pmKEF - MDW
1 stop19h 00mMultiple Airlines
Wed 11/51:45 pmMDW - KEF
1 stop10h 50mMultiple Airlines
Deal found 9/13$871
This Icelandair deal was found by Cheapflights users on 9/14. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:55 pmKEF - MDW
1 stop19h 50mMultiple Airlines
Fri 11/1412:35 pmMDW - KEF
1 stop11h 30mMultiple Airlines
Deal found 9/14$880
This Delta deal was found by Cheapflights users on 9/15. 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 9/228:45 amKEF - MDW
1 stop14h 50mDelta
Tue 9/309:35 amMDW - KEF
1 stop15h 45mDelta
Deal found 9/15$886
This Icelandair deal was found by Cheapflights users on 9/14. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/154:45 pmKEF - MDW
1 stop19h 45mMultiple Airlines
Tue 12/231:20 pmMDW - KEF
1 stop11h 10mMultiple Airlines
Deal found 9/14$968
This Delta deal was found by Cheapflights users on 9/15. 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 9/2111:25 amKEF - MDW
2 stops15h 11mDelta
Tue 9/301:08 pmMDW - KEF
1 stop12h 12mDelta
Deal found 9/15$1,098
This Icelandair deal was found by Cheapflights users on 9/15. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:00 pmKEF - MDW
1 stop9h 55mMultiple Airlines
Tue 9/302:55 pmMDW - KEF
1 stop10h 30mMultiple Airlines
Deal found 9/15$1,344

Cheapflights Fare Finder

 
Customize your flight search to find flights from Iceland to Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Iceland to Chicago that are best for you.

Fly from

Iceland

Fly to

Chicago

Route

Depart

Return

Price

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Sat 11/8

4:30 pm-5:20 pm

Nonstop6h 50m

Chicago O'Hare Intl

Fri 11/14

6:30 pm-6:45 am

Nonstop6h 15m

$523

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Sat 11/8

11:25 am-4:45 pm

1 stop35h 20m

Chicago O'Hare Intl

Fri 11/14

7:20 pm-10:45 am

1 stop33h 25m

$524

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Sat 11/15

4:30 pm-5:20 pm

Nonstop6h 50m

Chicago O'Hare Intl

Tue 11/18

6:30 pm-6:45 am

Nonstop6h 15m

$578

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Mon 12/1

4:30 pm-5:20 pm

Nonstop6h 50m

Chicago O'Hare Intl

Thu 12/4

6:30 pm-6:45 am

Nonstop6h 15m

$605

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Wed 10/29

4:30 pm-6:20 pm

Nonstop6h 50m

Chicago O'Hare Intl

Wed 11/5

6:30 pm-6:45 am

Nonstop6h 15m

$657

ReykjavikChicago

KEF - ORD

KEFORD

Reykjavik Keflavik Intl

Sat 11/15

11:25 am-4:45 pm

1 stop35h 20m

Chicago O'Hare Intl

Tue 11/18

10:35 am-11:55 pm

2 stops31h 20m

$659

ReykjavikChicago

KEF - MDW

KEFMDW

Reykjavik Keflavik Intl

Wed 10/29

4:45 pm-6:45 am

1 stop19h 00m

Chicago Midway

Wed 11/5

1:45 pm-6:35 am

1 stop10h 50m

$871

ReykjavikChicago

KEF - MDW

KEFMDW

Reykjavik Keflavik Intl

Sat 11/8

4:55 pm-6:45 am

1 stop19h 50m

Chicago Midway

Fri 11/14

12:35 pm-6:05 am

1 stop11h 30m

$880

ReykjavikChicago

KEF - MDW

KEFMDW

Reykjavik Keflavik Intl

Mon 12/15

4:45 pm-6:30 am

1 stop19h 45m

Chicago Midway

Tue 12/23

1:20 pm-6:30 am

1 stop11h 10m

$968

ReykjavikChicago

KEF - MDW

KEFMDW

Reykjavik Keflavik Intl

Fri 11/28

5:00 pm-11:50 am

1 stop24h 50m

Chicago Midway

Thu 12/4

11:00 am-6:25 am

1 stop13h 25m

$1,965

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 28 results
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Best time to book a flight from Iceland to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Iceland 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 Iceland to Chicago

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

Find hourly flight availability from Iceland to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Iceland to Chicago as you normally would.

Weekly flight availability from Iceland to Chicago

Explore weekly flight availability from Iceland to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from IS0 to CHI are scheduled on a Wednesday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

Related info for your journey

Find useful and relevant information for your journey from Iceland to Chicago. 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 Iceland to Chicago?

    Departing from Iceland to Chicago will take you 6h 50m. The distance from Iceland to Chicago is about 2934 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    No one likes to see their flight delayed. When booking a flight from Iceland to Chicago consider choosing Air Canada (82%), Austrian Airlines (82%) or Brussels Airlines (82%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Iceland to Chicago?

    While on average a flight from Iceland to Chicago is generally $768, our data shows the cheapest flight currently is $451. When looking at the most popular route, (Reykjavik Keflavik Intl - Chicago Midway), you can expect to pay $811 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Iceland to Chicago 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 Iceland to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Iceland to Chicago (average of $245). Flying from Iceland to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Iceland to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Iceland to Chicago

Discover the top airline that operate flights from Iceland to Chicago. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest$483Average$591FlexibilityNo cancel feeOn-time76%

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