$263 Cheap flight deals from Cali (CLO) to Chicago (CHI)

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This Weekend's Flight Deals from Cali to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 2 - Wed, May 21
CLO
Alfonso Bonilla Aragon Intl.
ORD
O'Hare Intl.
$452 Roundtrip, found 2 days ago
$452
Roundtrip
found 2 days ago
Select Copa flight, departing Fri, May 2 from Alfonso Bonilla Aragon Intl. to O'Hare Intl., returning Wed, May 21, priced at $452 found 2 days ago
Sun, May 4 - Fri, May 9
CLO
Alfonso Bonilla Aragon Intl.
MDW
Midway Intl.
$1,334 Roundtrip, found 3 days ago
$1,334
Roundtrip
found 3 days ago
Select LATAM Airlines Group flight, departing Sun, May 4 from Alfonso Bonilla Aragon Intl. to Midway Intl., returning Fri, May 9, priced at $1,334 found 3 days ago

Airfares from $263 One Way, $424 Round Trip from Cali to Chicago

Prices starting at $424 for return flights and $263 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 9 - Thu, May 15
CLO
Cali
ORD
Chicago
$424 Roundtrip, found 2 days ago
$424
Roundtrip
found 2 days ago
Select avianca flight, departing Fri, May 9 from Cali to Chicago, returning Thu, May 15, priced at $424 found 2 days ago
Wed, May 7 - Mon, May 12
CLO
Cali
ORD
Chicago
$429 Roundtrip, found 2 days ago
$429
Roundtrip
found 2 days ago
Select Copa flight, departing Wed, May 7 from Cali to Chicago, returning Mon, May 12, priced at $429 found 2 days ago
Thu, Aug 7 - Sat, Aug 16
CLO
Cali
ORD
Chicago
$449 Roundtrip, found 2 days ago
$449
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Aug 7 from Cali to Chicago, returning Sat, Aug 16, priced at $449 found 2 days ago
Tue, Jun 3 - Tue, Jun 10
CLO
Cali
ORD
Chicago
$461 Roundtrip, found 6 days ago
$461
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Cali to Chicago, returning Tue, Jun 10, priced at $461 found 6 days ago
Fri, May 9 - Wed, May 14
CLO
Cali
ORD
Chicago
$518 Roundtrip, found 2 days ago
$518
Roundtrip
found 2 days ago
Select United flight, departing Fri, May 9 from Cali to Chicago, returning Wed, May 14, priced at $518 found 2 days ago

More About Flying To Chicago from Cali

Route Information for Flights from Cali to Chicago

Origin Airport IATA Code
CLO
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cali to Chicago

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Frequently asked questions

What is the shortest flight from Cali to Chicago?
The shortest flight from Cali to Chicago is around 6 hours and 57 minutes. Order a refreshment from the cabin crew, perfect your travel itinerary or make friends with your seat mate — you’ll have enough time on this medium-haul trip.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.