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$83+ Cheap flights from Detroit Metropolitan Wayne County Airport (DTW) 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — CHI
Jul 22 — Jul 291
Wed 7/22
Wed 7/29
1 adult, Economy
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Find cheap flights from Detroit to Chicago with Cheapflights

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Cheapflights Tip: The best prices from Detroit Metropolitan Wayne County to Chicago are usually found in September or August, booked 86 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Detroit to Chicago

Cheapest flights from Detroit to Chicago
Explore the most affordable flight options available from Detroit to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.

This Super.com deal was found by Cheapflights users on 6/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
DTW
-
ORD
1 stop6h 47m
JetBlue
Sat 10/36:30 am
ORD
-
DTW
1 stop9h 02m
JetBlue
Deal found 6/19$189
This Expedia deal was found by Cheapflights users on 6/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:56 pm
DTW
-
ORD
1 stop5h 57m
Multiple Airlines
Tue 8/1110:56 am
ORD
-
DTW
1 stop5h 52m
Multiple Airlines
Deal found 6/21$199
This JetBlue deal was found by Cheapflights users on 6/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 pm
DTW
-
ORD
1 stop5h 36m
JetBlue
Mon 10/56:30 am
ORD
-
DTW
1 stop9h 02m
JetBlue
Deal found 6/21$201
This Priceline deal was found by Cheapflights users on 6/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:22 pm
DTW
-
ORD
1 stop8h 31m
Multiple Airlines
Sat 8/221:55 pm
ORD
-
DTW
1 stop7h 42m
Multiple Airlines
Deal found 6/17$204
This Expedia deal was found by Cheapflights users on 6/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:56 pm
DTW
-
ORD
1 stop5h 57m
Multiple Airlines
Tue 7/2810:56 am
ORD
-
DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/21$209
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:10 am
DTW
-
MDW
1 stop5h 57m
Frontier
Tue 8/116:05 am
MDW
-
DTW
1 stop6h 28m
Frontier
Deal found 6/20$209
This JetBlue deal was found by Cheapflights users on 6/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am
DTW
-
ORD
1 stop6h 56m
JetBlue
Wed 10/282:15 pm
ORD
-
DTW
1 stop7h 05m
JetBlue
Deal found 6/21$210
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:27 pm
DTW
-
ORD
1 stop11h 43m
Frontier
Wed 8/127:05 am
ORD
-
DTW
1 stop8h 23m
Frontier
Deal found 6/21$211
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:13 pm
DTW
-
MDW
1 stop5h 50m
Frontier
Wed 8/126:05 am
MDW
-
DTW
1 stop9h 23m
Frontier
Deal found 6/21$211
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:56 pm
DTW
-
ORD
1 stop5h 57m
Multiple Airlines
Tue 7/2110:56 am
ORD
-
DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/21$214
This Priceline deal was found by Cheapflights users on 6/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/181:50 pm
DTW
-
ORD
1 stop6h 57m
Multiple Airlines
Tue 7/2110:56 am
ORD
-
DTW
1 stop5h 53m
Multiple Airlines
Deal found 6/21$215
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:30 pm
DTW
-
ORD
1 stop5h 36m
JetBlue
Mon 9/216:30 am
ORD
-
DTW
1 stop9h 02m
JetBlue
Deal found 6/18$217

Find flight deals from Detroit to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTW) to Chicago (CHI). 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 June 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(Super.com)

One-way from

$83
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$347

Good round-trip deal

$350 or less

Good one-way deal

$222 or less
Provider with most accurate pricing for Detroit Metropolitan Wayne County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit Metropolitan Wayne County-Chicago (CHI) flights.
Search Deals
From Detroit Metropolitan Wayne County to Chicago (CHI)
Search Deals
One-way flight from Detroit Metropolitan Wayne County to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Detroit Metropolitan Wayne County to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Detroit Metropolitan Wayne County to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit 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 June 22, 2026.
Use the filters below to find and compare flights from Detroit Metropolitan Wayne County Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Sat 7/18

8:55 am-9:10 am

Nonstop1h 15m

Chicago Midway

Tue 7/21

6:10 pm-8:25 pm

Nonstop1h 15m

$243

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 7/21

6:07 pm-6:25 pm

Nonstop1h 18m

Chicago Midway

Sat 8/1

6:35 pm-8:53 pm

Nonstop1h 18m

$243

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 8/13

7:58 pm-8:30 pm

Nonstop1h 32m

Chicago O'Hare Intl

Tue 8/18

7:00 am-9:27 am

Nonstop1h 27m

$252

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 10/15

7:30 am-8:00 am

Nonstop1h 30m

Chicago O'Hare Intl

Wed 10/21

8:55 am-11:20 am

Nonstop1h 25m

$252

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Sat 8/8

10:15 am-10:42 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 8/10

1:59 pm-4:29 pm

Nonstop1h 30m

$252

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 8/4

8:45 am-9:00 am

Nonstop1h 15m

Chicago Midway

Tue 8/4

4:40 pm-9:50 pm

1 stop4h 10m

$253

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 7/21

7:05 am-10:45 am

1 stop4h 40m

Chicago Midway

Sat 8/1

8:00 am-10:10 am

Nonstop1h 10m

$253

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 7/14

3:50 pm-7:35 pm

1 stop4h 45m

Chicago Midway

Wed 7/22

12:55 pm-3:05 pm

Nonstop1h 10m

$253

DetroitChicago

DTW - MDW

DTWMDW

Detroit Metropolitan Wayne County

Tue 7/21

1:25 pm-1:35 pm

Nonstop1h 10m

Chicago Midway

Tue 7/28

5:10 pm-10:15 pm

1 stop4h 05m

$253

DetroitChicago

DTW - ORD

DTWORD

Detroit Metropolitan Wayne County

Thu 8/6

5:30 am-5:53 am

Nonstop1h 23m

Chicago O'Hare Intl

Sat 8/8

3:00 pm-5:39 pm

Nonstop1h 39m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 59 resultsSorted by cheapest first
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Compare providers for flights from Detroit to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Detroit to Chicago in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Detroit Metropolitan Wayne County Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Detroit Metropolitan Wayne County Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit Metropolitan Wayne County Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Detroit Metropolitan Wayne County Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Detroit to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago

What is the cheapest month to book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

Currently, September is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $45). Flying from Detroit Metropolitan Wayne County Airport to Chicago in May is currently the most expensive (average of $117). 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 DTW to CHI?

Find hourly flight availability from Detroit 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 June 22, 2026.

One of the essential ways to save on airfare from Detroit Metropolitan Wayne County Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 33% on airfare.

Weekly flight availability from Detroit Metropolitan Wayne County Airport to Chicago

Explore weekly flight availability from Detroit 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 June 22, 2026.

The most flights from DTW to CHI are scheduled on a Monday (106 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (71 on average).

How much does it cost to fly round-trip from Detroit Metropolitan Wayne County Airport to Chicago?

How far ahead should I book a flight from Detroit Metropolitan Wayne County Airport to Chicago?

Booking 86 days in advance of your planned departure date is, on average, the best time to get cheap flights from Detroit Metropolitan Wayne County Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Detroit Metropolitan Wayne County Airport to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Detroit to Chicago. Price data was last updated on June 13, 2026.

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

The best insider tips for Detroit Metropolitan Wayne County Airport to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Detroit Metropolitan Wayne County Airport to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on DTW

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated June 22, 2026.
Read through reviews of airlines operating flights from Detroit Metropolitan Wayne County Airport to Chicago, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,243 reviews
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Delta
7.8
Good
8,421 reviews
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
9,875 reviews
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,739 reviews
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,870 reviews
Southwest
7.9
Good
4,243 reviews

Overall

7.9

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Detroit to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Detroit to Chicago?

    Detroit Metropolitan Wayne County (DTW), located 17.3 mi from the city center, is the airport you fly out of when you book flights from Detroit to Chicago. 4 airlines have flights from Detroit Metropolitan Wayne County to Chicago on a regular basis. Booking flights from Detroit Metropolitan Wayne County to Chicago should not be difficult; the airport handles an average of 92 outbound flights to Chicago per day.

  • How long is the flight from Detroit Metropolitan Wayne County Airport to Chicago?

    For as low as $243, JetBlue can have you in Chicago from Detroit Metropolitan Wayne County Airport in 1h 15m. The distance between Detroit Metropolitan Wayne County Airport and Chicago is about 227 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 Detroit Metropolitan Wayne County Airport to Chicago round-trip?

    Our cheapest airline available from Detroit Metropolitan Wayne County Airport to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $97 on this airline. Additional options worth looking into are Southwest and Delta, starting at $97 and $98 round-trip. These flights start at 64% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Detroit Metropolitan Wayne County Airport to Chicago one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $48. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Detroit Metropolitan Wayne County Airport to Chicago for a low price.

  • What are the most popular routes from Detroit Metropolitan Wayne County Airport to Chicago?

    The most popular flight routes from Detroit Metropolitan Wayne County Airport to Chicago are Detroit Metropolitan Wayne County - Chicago O'Hare Intl, Detroit Metropolitan Wayne County - Chicago Midway and Detroit Metropolitan Wayne County - Chicago Greater Rockford.

  • What are the most reliable airlines from Detroit Metropolitan Wayne County Airport to Chicago?

    Before booking your flight to Chicago from Detroit Metropolitan Wayne County Airport, check out the most reliable airlines to get you to your destination on time: Republic Airways (88%), Japan Airlines (88%), Copa Airlines( 87%).

  • What are the cheapest flights from Detroit Metropolitan Wayne County Airport to Chicago?

    While on average a flight from Detroit Metropolitan Wayne County Airport to Chicago is generally $1,015, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Detroit Metropolitan Wayne County - Chicago O'Hare Intl), you can expect to pay $189 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Detroit 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 Detroit Metropolitan Wayne County Airport to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Detroit Metropolitan Wayne County Airport to Chicago (average of $45). Flying from Detroit Metropolitan Wayne County Airport to Chicago in May is currently the most expensive (average of $117). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Detroit to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to O'Hare Intl flights
Detroit to Midway flights
Detroit to St. Louis flights
Detroit to Peoria flights

Top 4 airlines flying from Detroit to Chicago

Discover the top 4 airlines that operate flights from Detroit 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 June 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$290FlexibilityNo cancel feeOn-time63%
DeltaCheapest$98Average$290FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$110Average$305FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$117Average$277FlexibilityNo cancel feeOn-time71%

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