Cheap flights from Chicago (CHI) to Milan (MIL) from $222

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — MIL
Jun 17 — Jun 241

The best prices from Chicago to Milan are usually found in February or November, booked 7 days in advance, depart on a Tuesday or Thursday and return on a Friday

Cheap flight deals from Chicago to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Milan (MIL). 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 12, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$577

One-way from

$222
High demand for flights, 33% potential price rise
Best time to find cheap flights, 36% potential price drop
From Chicago (CHI) to Milan (MIL)
One-way flight from Chicago (CHI) to Milan (MIL)

What is the cheapest day to fly round-trip from Chicago to Milan?

Flying to your destination on a Thursday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Milan. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Chicago to Milan?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 8 days in advance, which can save you up to 24% on flights from Chicago to Milan compared to booking the week you need them. Waiting 8 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $540. For sooner than that we have options available in the next 3 days from $764.

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

February is one of the best times of the year to fly to Milan from Chicago. Prices for February average $836 per person but you can even find prices for as low as $422. The most expensive prices can be found in the month of June. Opting for a February flight can save you 49% on your journey compared to booking in June

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

A simple way to save on the total cost of your ticket is to fly from Chicago to Milan in the morning. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight at noon.

Cheap Chicago to Milan flights in June & July 2024

Find cheap flight options from Chicago to Milan specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Prices were last updated on June 12, 2024.
Check out some of the best flight deals from Chicago to Milan in 2024. Check back soon for alternative fares.
Tue 7/1610:15 pmORD - MXP
1 stop16h 45mIcelandair
Thu 8/223:10 pmMXP - ORD
1 stop13h 05mIcelandair
Deal found 6/11$588
Wed 7/177:25 pmORD - MXP
1 stop11h 45mIcelandair
Tue 7/2311:00 pmMXP - ORD
1 stop26h 15mIcelandair
Deal found 6/11$641
Sat 7/137:25 pmORD - MXP
1 stop19h 35mIcelandair
Sun 7/2111:00 pmMXP - ORD
1 stop26h 15mIcelandair
Deal found 6/11$643
Tue 6/257:25 pmORD - MXP
1 stop19h 35mIcelandair
Wed 7/1011:00 pmMXP - ORD
1 stop26h 15mIcelandair
Deal found 6/11$673
Tue 6/2510:15 pmORD - MXP
1 stop16h 45mIcelandair
Tue 7/911:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 6/11$677
Mon 7/110:15 pmORD - MXP
1 stop16h 45mIcelandair
Wed 7/1711:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 6/11$696
Tue 6/2510:15 pmORD - MXP
1 stop16h 45mIcelandair
Wed 7/1011:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 6/12$700
Mon 7/227:45 pmORD - BGY
1 stop16h 35mMultiple Airlines
Thu 8/16:10 amBGY - ORD
1 stop18h 45mMultiple Airlines
Deal found 6/12$710
Wed 7/107:45 pmORD - BGY
1 stop17h 20mMultiple Airlines
Thu 7/186:10 amBGY - ORD
1 stop18h 45mMultiple Airlines
Deal found 6/12$717

Chicago to Milan 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Milan in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated June 12, 2024.
Check out some of the best flight deals from Chicago to Milan in 2024. Check back soon for alternative fares.
Sat 8/176:00 pmORD - MXP
1 stop23h 35mTAP AIR PORTUGAL
Tue 9/35:20 pmMXP - ORD
1 stop29h 50mTAP AIR PORTUGAL
Deal found 6/12$488
Wed 10/167:45 pmORD - MXP
1 stop16h 30mScandinavian Airlines
Wed 10/2311:20 amMXP - ORD
1 stop13h 35mScandinavian Airlines
Deal found 6/11$503
Sun 11/247:10 pmORD - MXP
1 stop17h 00mScandinavian Airlines
Sun 12/18:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 6/11$511
Fri 8/166:00 pmORD - MXP
1 stop18h 35mTAP AIR PORTUGAL
Fri 8/235:55 amMXP - ORD
1 stop17h 05mTAP AIR PORTUGAL
Deal found 6/12$515
Wed 9/187:30 pmORD - MXP
1 stop12h 00mIcelandair
Sat 10/53:30 pmMXP - ORD
1 stop12h 45mIcelandair
Deal found 6/12$518
Wed 10/97:45 pmORD - MXP
1 stop16h 30mScandinavian Airlines
Wed 10/308:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 6/12$519
Sun 11/247:10 pmORD - MXP
1 stop17h 00mScandinavian Airlines
Sun 12/18:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 6/10$520
Wed 10/97:45 pmORD - MXP
2 stops17h 10mScandinavian Airlines
Wed 10/308:00 pmMXP - ORD
1 stop26h 50mScandinavian Airlines
Deal found 6/12$523
Sun 9/297:30 pmORD - MXP
1 stop12h 00mIcelandair
Sat 10/53:30 pmMXP - ORD
1 stop12h 45mIcelandair
Deal found 6/12$524

Chicago to Milan flights leaving soon

Find last-minute flight options from Chicago to Milan for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated June 12, 2024.
Check out these flights departing soon from Chicago to Milan. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Tue 6/257:25 pmORD - MXP
1 stop19h 35mIcelandair
Wed 7/1011:00 pmMXP - ORD
1 stop26h 15mIcelandair
Deal found 6/11$673
Tue 6/2510:15 pmORD - MXP
1 stop16h 45mIcelandair
Tue 7/911:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 6/11$677
Tue 6/2510:15 pmORD - MXP
1 stop16h 45mIcelandair
Wed 7/1011:00 pmMXP - ORD
1 stop29h 15mIcelandair
Deal found 6/12$700
Sat 6/228:55 pmORD - MXP
1 stop12h 30mTAP AIR PORTUGAL
Thu 6/275:55 amMXP - ORD
1 stop17h 15mTAP AIR PORTUGAL
Deal found 6/10$826
Sat 6/228:55 pmORD - MXP
1 stop12h 30mTAP AIR PORTUGAL
Sun 6/308:25 pmMXP - ORD
1 stop26h 50mTAP AIR PORTUGAL
Deal found 6/10$861
Sat 6/228:55 pmORD - MXP
1 stop12h 30mTAP AIR PORTUGAL
Wed 7/38:25 pmMXP - ORD
1 stop26h 45mTAP AIR PORTUGAL
Deal found 6/10$862
Tue 6/255:07 pmORD - MXP
2 stops24h 03mMultiple Airlines
Wed 7/1010:50 amMXP - ORD
1 stop29h 50mMultiple Airlines
Deal found 6/11$874
Tue 6/253:00 pmORD - LIN
2 stops17h 20mITA Airways
Wed 7/107:55 pmLIN - ORD
1 stop24h 15mITA Airways
Deal found 6/12$903
Thu 6/209:40 pmORD - MXP
1 stop15h 00mTAP AIR PORTUGAL
Thu 6/275:55 amMXP - ORD
1 stop17h 15mTAP AIR PORTUGAL
Deal found 6/10$928

One-way flights to Milan from Chicago

Search for one-way flight options from Chicago to Milan. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,117,830 searches. Data last updated June 12, 2024.
Users traveling one-way from Chicago to Milan can select one of these great deals. For those needing a return trip from Chicago, there is a search form available above.
Tue 10/15:19 pmORD - BGY
2 stops33h 21mMultiple Airlines
Deal found 6/11$222
Wed 10/25:19 pmORD - MXP
2 stops18h 26mMultiple Airlines
Deal found 6/11$222
Mon 9/3011:14 amORD - MXP
2 stops24h 36mMultiple Airlines
Deal found 6/11$224
Mon 9/305:19 pmORD - BGY
2 stops22h 46mMultiple Airlines
Deal found 6/11$230
Thu 10/244:57 pmORD - BGY
2 stops20h 13mMultiple Airlines
Deal found 6/11$237
Wed 10/25:19 pmORD - BGY
2 stops20h 51mMultiple Airlines
Deal found 6/11$241
Tue 8/67:32 amORD - MXP
2 stops21h 18mMultiple Airlines
Deal found 6/11$241
Tue 8/67:37 pmMDW - MXP
2 stops44h 48mMultiple Airlines
Deal found 6/11$243
Tue 10/15:19 pmORD - BGY
3 stops22h 16mMultiple Airlines
Deal found 6/11$244

Find flights from Chicago to Milan within your budget

Customize your flight search to find flights from Chicago to Milan 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 3,117,830 searches. Data last updated June 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$568 - $755

Route

Depart

Return

Price

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 11/24

2 stops33h 55m

Milan Linate

Sun 12/1

2 stops27h 45m

$568

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 9/10

1 stop11h 55m

Milan Linate

Mon 9/16

1 stop14h 45m

$571

Chicago O'Hare IntlBergamo Orio Al Serio

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Mon 8/19

1 stop16h 35m

Bergamo Orio Al Serio

Mon 8/26

1 stop18h 25m

$671

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 8/19

1 stop23h 10m

Milan Linate

Tue 9/24

1 stop13h 40m

$671

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 11/29

2 stops15h 15m

Milan Linate

Mon 12/23

1 stop24h 55m

$701

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/4

1 stop15h 54m

Milan Malpensa

Mon 11/11

2 stops16h 44m

$711

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 10/7

1 stop11h 25m

Milan Linate

Fri 10/18

1 stop13h 20m

$715

Chicago O'Hare IntlMilan Linate

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 11/1

1 stop11h 20m

Milan Linate

Fri 11/8

2 stops16h 17m

$724

Chicago MidwayMilan Malpensa

MDW - MXP

MDWMXP

Chicago Midway

Mon 11/4

2 stops18h 40m

Milan Malpensa

Mon 11/11

2 stops30h 59m

$755

Flights are sorted by cheapest first

Deals found on 6/10

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Milan. Price data was last updated on May 31, 2024.
The price you pay for your flight from Chicago to Milan may vary depending on when you book. For the best chance of a lower fare, look to book 7 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Milan. Price data was last updated on June 9, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Milan flight should consider departing on Thursday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chicago to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan 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.

Temperature and rainfall in Milan by month

Plan your trip to Milan by taking into account the average temperature and rainfall totals by month.

MIL

Temperature

33.8 - 71.6 °F

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. 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 Milan. Reviews last updated June 12, 2024.
To help decide which airline to fly from Chicago to Milan, see what other customers have to say about TAP AIR PORTUGAL, Icelandair and Scandinavian Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
10,000 reviews
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.9
Good
1,466 reviews
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.5
Good
1,699 reviews
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
10,000 reviews
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
3,715 reviews
8.0
Very good
10,000 reviews

Comfort

7.9

Overall

8.0

Crew

8.6

Entertainment

8.0

Food

7.4

Boarding

8.2

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Chicago to Milan for under $600 on Cheapflights?

    Yes, there are multiple flights from Chicago to Milan for under $600. The cheapest flight booked recently is on Scandinavian Airlines for just $568, but on average you can expect to pay $630.

  • Are there nonstop flights from Chicago to Milan for under $1,200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Milan under $1,200. A good price for a nonstop flight from Chicago to Milan is less than $1,299.

  • Are there last-minute flights available from Chicago to Milan for under $700?

    There are currently 20+ open flights from Chicago to Milan within the next 7 days for less than $700.

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

    Currently priced at $568, Scandinavian Airlines will fly you from Chicago to Milan and back. In addition to Scandinavian Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Aer Lingus and ITA Airways - these airlines can fly you to your destination from $571 and $671, respectively. Users have found that Scandinavian Airlines is 32% cheaper than the other options available to this destination.

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

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Milan consider choosing Air Canada (78%), Austrian Airlines (78%) or Brussels Airlines (78%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Milan?

    The cheapest flight price from Chicago to Milan is $542. On average you can expect to pay $1,106. The most popular route, (Chicago O'Hare Intl - Milan Malpensa), can usually be booked for $503.

  • What does ORD to MXP mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Milan Malpensa Airport (MXP). Codes like Milan Malpensa Airport are often used to just call airports uniquely. Bergamo Orio Al Serio Airport (BGY), Milan Linate Airport (LIN), Parma Airport (PMF) are some additional IATA codes for airports related to your trip.

  • Where are the most common layover locations when flying from Chicago to Milan?

  • What are some popular things to do or see while on a layover in Dublin?

    Most Dublin visitors opt to spend their time experiencing St. Patrick's Cathedral, Molly Malone Statue, and Dublin Castle. St. Patrick's Cathedral, Molly Malone Statue, and Dublin Castle are located about 6.1 mi, 5.8 mi, and 5.8 mi, respectively from Dublin. Those on a layover in Dublin in need of a rental car can book one at Dublin for about $29.

  • What are some popular points of interest to see during a layover in Copenhagen?

    If you're on a layover in Copenhagen and looking for things to do, consider visiting Tivoli, Amager Square, or Kongens Nytorv. Tivoli, Amager Square, and Kongens Nytorv are located about 5.3 mi, 5.2 mi, and 5.1 mi, respectively from Kastrup Copenhagen. Those landing in Copenhagen looking to spend some time exploring during their layover can rent a car for about $31 per day.

  • Where are the least popular layover locations for Chicago to Milan flights?

  • Can I find deals for flights from Chicago to Milan that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Milan flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Milan with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Milan flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Chicago to Milan that allow pets onboard?

    Many airlines flying from Chicago to Milan offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Milan?

    Yes, you can often find last-minute deals on Chicago to Milan flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Milan flight deals updated?

    The Chicago to Milan flight deals you see on this page were last updated on 6/12.

  • What are the most popular airlines that fly from Chicago to Milan?

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Milan (average of $544). Flying from Chicago to Milan in June is currently the most expensive (average of $1,079). 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 Milan

Discover the top 10 airlines that operate flights from Chicago to Milan. 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 3,117,830 searches. Data last updated June 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$403Average$579FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$467Average$800FlexibilityNo cancel feeOn-timeN/A
Aer LingusCheapest$495Average$874FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$527Average$887FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$532Average$1,035FlexibilityNo cancel feeOn-time70%
Turkish AirlinesCheapest$589Average$650FlexibilityNo cancel feeOn-time77%
DeltaCheapest$642Average$997FlexibilityNo cancel feeOn-timeN/A
SWISSCheapest$669Average$1,248FlexibilityNo cancel feeOn-time79%
LufthansaCheapest$684Average$1,303FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$794Average$1,540FlexibilityNo cancel feeOn-time69%

Search flights from Chicago to Milan by cabin class

Find flights from Chicago to Milan, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Milan

Find hourly flight availability from Chicago to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2024.
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
100%of flight departuresEvening6 pm to midnight
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