What is the cheapest airline that flies from Cali Alfonso B. Aragon Intl to Chicago?

American Airlines, Copa Airlines, and JetBlue are the most popular carriers operating from Cali Alfonso B. Aragon Intl to Chicago

Which layover airport offers the lowest fares from Cali to Chicago?

Flights via Miami (MIA) offer the lowest average round-trip price of $415.

Which layover airport has the shortest connection time from Cali to Chicago?

Panama City (PTY) has the shortest average layover time for this route: 1h 57m.

Which airport is the most popular layover for flights between Cali and Chicago?

Bogotá (BOG) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Cali to Chicago?

Flights connecting via Panama City (PTY) have the shortest average one-way travel time: 9h 06m.

When did momondo last update prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?

Prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago refresh daily.

How many operators does momondo search for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?

There are 2 operators available for flights from Cali Alfonso B. Aragon Intl Airport to Chicago as of September 2026.

How old do you have to be to fly from Cali Alfonso B. Aragon Intl Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cali Alfonso B. Aragon Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$293 Cheap Flights from Cali to Chicago in 2026

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Find the cheapest flights from Cali to Chicago

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3:14 pm - 12:46 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

22h 32m1 stop Panama City Tocumen Intl

2:13 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

26h 19m1 stop Panama City Tocumen Intl

$490Copa Airlines

Thu, Nov 12 - Mon, Nov 16

12:02 pm - 12:11 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 09m1 stop Panama City Tocumen Intl

2:13 pm - 11:00 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

19h 47m1 stop Panama City Tocumen Intl

$507Copa Airlines

Mon, Dec 21 - Sun, Jan 24

3:14 pm - 12:46 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

22h 32m1 stop Panama City Tocumen Intl

2:13 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

26h 19m1 stop Panama City Tocumen Intl

$507Copa Airlines

Thu, Nov 12 - Mon, Nov 16

12:05 pm - 12:11 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 06m1 stop Panama City Tocumen Intl

2:13 pm - 2:06 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

22h 53m1 stop Panama City Tocumen Intl

$507Copa Airlines

Sat, Nov 7 - Fri, Nov 13

12:25 am - 11:59 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

23h 34m1 stop Mexico City Benito Juarez

1:54 am - 10:55 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

21h 01m1 stop Mexico City Benito Juarez

$535Aeromexico

Thu, Sep 17 - Wed, Sep 23

12:05 pm - 12:45 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 40m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

6:30 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

22h 02m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$537United Airlines

Thu, Nov 12 - Mon, Nov 16

12:05 pm - 12:45 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 40m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

6:30 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

22h 02m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$539United Airlines

Thu, Nov 12 - Mon, Nov 16

12:15 pm - 8:30 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

9h 15m1 stop Bogotá El Dorado

10:30 pm - 11:30 amORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

12h 00m1 stop Bogotá El Dorado

$760Avianca

Tue, Dec 22 - Sat, Jan 16

9:20 pm - 9:20 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

24h 00m1 stop Bogotá El Dorado

11:20 pm - 5:55 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

18h 35m1 stop Bogotá El Dorado

$819Avianca

Wed, Oct 21 - Sat, Oct 24

9:20 pm - 9:20 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

24h 00m1 stop Bogotá El Dorado

11:20 pm - 5:55 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

18h 35m1 stop Bogotá El Dorado

$820Avianca

Wed, Oct 21 - Sat, Oct 24

Cheap last minute flights

Enter your travel dates to find the best prices.

12:08 pm - 7:55 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

19h 47m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

9:00 am - 5:52 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

32h 52m2 stops Newark Panama City Tocumen Intl

$539United Airlines

Mon, Sep 14 - Tue, Oct 6

12:08 pm - 7:55 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

19h 47m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

9:00 am - 5:52 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

32h 52m2 stops Newark Panama City Tocumen Intl

$555United Airlines

Mon, Sep 14 - Tue, Oct 6

5:02 am - 12:59 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

19h 57m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

5:30 am - 11:33 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

18h 03m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$561United Airlines

Sun, Sep 13 - Fri, Sep 18

12:08 pm - 12:59 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 51m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

6:55 am - 11:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

15h 37m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$688United Airlines

Mon, Sep 14 - Fri, Nov 20

12:08 pm - 12:59 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 51m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

6:55 am - 11:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

15h 37m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$691United Airlines

Mon, Sep 14 - Fri, Nov 20

12:08 pm - 12:59 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 51m2 stops Panama City Tocumen Intl Houston George Bush Intcntl

6:55 am - 11:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

15h 37m2 stops Houston George Bush Intcntl Panama City Tocumen Intl

$692United Airlines

Mon, Sep 14 - Fri, Nov 20

2:20 pm - 9:29 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

19h 09m1 stop Miami

5:05 am - 1:15 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

8h 10m1 stop Miami

$800American Airlines

Mon, Sep 14 - Tue, Oct 6

12:08 pm - 1:02 amCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

12h 54m1 stop Panama City Tocumen Intl

2:13 pm - 5:32 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

26h 19m1 stop Panama City Tocumen Intl

$1,137Copa Airlines

Mon, Sep 14 - Fri, Nov 20

4:40 am - 6:30 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 50m2 stops Bogotá El Dorado Miami

7:00 am - 10:50 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

14h 50m1 stop Fort Lauderdale

$1,159Avianca

Mon, Sep 14 - Fri, Nov 20

1:30 am - 2:55 pmCLO Cali Alfonso B. Aragon Intl-ORD Chicago O'Hare Intl

13h 25m1 stop Fort Lauderdale

7:00 am - 10:50 pmORD Chicago O'Hare Intl-CLO Cali Alfonso B. Aragon Intl

14h 50m1 stop Fort Lauderdale

$1,181Avianca

Sun, Sep 13 - Fri, Nov 20

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Copa Airlines flights from Cali to Chicago

Our best Copa Airlines deals on Cali to Chicago flight tickets

Copa Airlines

Nov 12

CLO3:14 pmCali Alfonso B. Aragon Intl

22h 32m

1 stop

ORD12:46 pmChicago O'Hare Intl

Nov 16

ORD2:13 pmChicago O'Hare Intl

26h 19m

1 stop

CLO5:32 pmCali Alfonso B. Aragon Intl

$490

Copa Airlines

Nov 12

CLO12:05 pmCali Alfonso B. Aragon Intl

13h 06m

1 stop

ORD12:11 amChicago O'Hare Intl

Nov 16

ORD2:13 pmChicago O'Hare Intl

19h 44m

1 stop

CLO10:57 amCali Alfonso B. Aragon Intl

$507

Copa Airlines

Sep 25

CLO3:12 pmCali Alfonso B. Aragon Intl

9h 50m

1 stop

ORD1:02 amChicago O'Hare Intl

Oct 25

ORD3:13 pmChicago O'Hare Intl

25h 56m

1 stop

CLO5:09 pmCali Alfonso B. Aragon Intl

$512

United Airlines flights from Cali to Chicago

Our best United Airlines deals on Cali to Chicago flight tickets

United Airlines

Nov 12

CLO12:05 pmCali Alfonso B. Aragon Intl

13h 40m

2 stops

ORD12:45 amChicago O'Hare Intl

Nov 16

ORD6:30 pmChicago O'Hare Intl

22h 02m

2 stops

CLO5:32 pmCali Alfonso B. Aragon Intl

$537

United Airlines

Sep 14

CLO12:08 pmCali Alfonso B. Aragon Intl

19h 47m

2 stops

ORD7:55 amChicago O'Hare Intl

Oct 6

ORD9:00 amChicago O'Hare Intl

32h 52m

2 stops

CLO5:52 pmCali Alfonso B. Aragon Intl

$539

United Airlines

Oct 21

CLO8:46 amCali Alfonso B. Aragon Intl

23h 09m

2 stops

ORD7:55 amChicago O'Hare Intl

Oct 30

ORD7:45 pmChicago O'Hare Intl

27h 52m

2 stops

CLO11:37 pmCali Alfonso B. Aragon Intl

$554

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Thu 11/12

3:14 pm-12:46 pm

1 stop22h 32m

Chicago O'Hare Intl

Mon 11/16

2:13 pm-5:32 pm

1 stop26h 19m

$490

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Mon 12/21

12:02 pm-12:11 am

1 stop13h 09m

Chicago O'Hare Intl

Sun 1/24

2:13 pm-11:00 am

1 stop19h 47m

$507

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Thu 11/12

3:14 pm-12:46 pm

1 stop22h 32m

Chicago O'Hare Intl

Mon 11/16

2:13 pm-5:32 pm

1 stop26h 19m

$507

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Sat 11/7

12:05 pm-12:11 am

1 stop13h 06m

Chicago O'Hare Intl

Fri 11/13

2:13 pm-2:06 pm

1 stop22h 53m

$507

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Thu 9/17

12:25 am-11:59 pm

1 stop23h 34m

Chicago O'Hare Intl

Wed 9/23

1:54 am-10:55 pm

1 stop21h 01m

$535

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Thu 11/12

12:05 pm-12:45 am

2 stops13h 40m

Chicago O'Hare Intl

Mon 11/16

6:30 pm-5:32 pm

2 stops22h 02m

$537

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Thu 11/12

12:05 pm-12:45 am

2 stops13h 40m

Chicago O'Hare Intl

Mon 11/16

6:30 pm-5:32 pm

2 stops22h 02m

$539

Quickest round-trip

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Tue 12/22

12:15 pm-8:30 pm

1 stop9h 15m

Chicago O'Hare Intl

Sat 1/16

10:30 pm-11:30 am

1 stop12h 00m

$760

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Wed 10/21

9:20 pm-9:20 pm

1 stop24h 00m

Chicago O'Hare Intl

Sat 10/24

11:20 pm-5:55 pm

1 stop18h 35m

$819

CaliChicago

CLO Cali Alfonso B. Aragon Intl - ORD Chicago O'Hare Intl

CLOORD

Cali Alfonso B. Aragon Intl

Wed 10/21

9:20 pm-9:20 pm

1 stop24h 00m

Chicago O'Hare Intl

Sat 10/24

11:20 pm-5:55 pm

1 stop18h 35m

$820

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Cali to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the typical price of a round-trip flight between Cali and Chicago?

Prices are currently typical for flights on this route.

Typical prices usually range from $460 to $641.
The lowest price recently found on this route was $490.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Cali, with most prices found around $416. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Cali to Chicago during April average around $426.

Can stopping save me money on Cali to Chicago flights?

You could potentially save up to 6% on your flight if you consider stops on a Cali to Chicago flight.

How have Cali to Chicago flight prices changed over time?

As of September 2026, prices for Cali to Chicago flights are approximately 31% more expensive when compared to flights at the same time last year.

When to book flights from Cali to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cali to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Cali to Chicago (CLO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cali to Chicago

Best Price Found	$293
Fastest flight time	9h 59m
Direct flights	None

The best one-way flight to Chicago from Cali in the past 72 hours is $293. The best round-trip flight deal from Cali to Chicago found on momondo in the last 72 hours is $490.

The fastest flight from Cali to Chicago takes 9h 59m

There are no direct flights from Cali to Chicago. There are no popular flight routes from Cali to Chicago.

Search flight deals

Frequently asked questions about flying from Cali to Chicago

How far is Cali Alfonso B. Aragon Intl to Chicago by plane?
The straight-line distance from Cali Alfonso B. Aragon Intl to Chicago is 2740.2 mi. 9h 59m is a normal flight duration for this route.
When did momondo last update prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?
Prices for flights from Cali Alfonso B. Aragon Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Cali Alfonso B. Aragon Intl Airport to Chicago?
There are 2 operators available for flights from Cali Alfonso B. Aragon Intl Airport to Chicago as of September 2026.
How old do you have to be to fly from Cali Alfonso B. Aragon Intl Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cali Alfonso B. Aragon Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Cali to Chicago?
momondo data reveals that the most frequently booked airline on the route from Cali to Chicago is American Airlines, representing 50% of all bookings. The subsequent popular airline is Avianca at 50%.

Best airlines flying from Cali to Chicago

Compare and see reviews for airlines that fly from Cali to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Avianca	PriceFrom $427	Free Cancellation	Rating 6.5 2,552 reviews		Search Avianca flights
Copa Airlines	PriceFrom $459	Free Cancellation	Rating 7.6 1,544 reviews		Search Copa Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cali to Chicago?

It is quick and easy to find Cali to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Cali to Chicago with flexible booking policies on momondo?

Flights from Cali to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Cali to Chicago?

Once all potential Cali to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Cali to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Cali and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Complete your trip

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Fly into one of these airports located in Chicago

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Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Cali to Chicago from $293

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cali to Chicago departing on 11/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Copa Airlines flights from Cali to Chicago

Our best Copa Airlines deals on Cali to Chicago flight tickets

United Airlines flights from Cali to Chicago

Our best United Airlines deals on Cali to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Cali to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Cali to Chicago

What is the typical price of a round-trip flight between Cali and Chicago?

What is the cheapest month to fly to Chicago?

Can stopping save me money on Cali to Chicago flights?

How have Cali to Chicago flight prices changed over time?

What is the cheapest airline that flies from Cali Alfonso B. Aragon Intl to Chicago?

Which airport is the most popular layover for flights between Cali and Chicago?

Which layover airport offers the lowest fares from Cali to Chicago?

Which layover airport has the shortest travel time from Cali to Chicago?

Which layover airport has the shortest connection time from Cali to Chicago?

When to book flights from Cali to Chicago

Cheap Cali to Chicago (CLO to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Cali to Chicago

Best airlines flying from Cali to Chicago

Compare and see reviews for airlines that fly from Cali to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Cali

According to popular flight searches on momondo this year

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