$44 Cheap flight deals from Carlsbad (SAN) to Chicago (CHI)

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This Weekend's Flight Deals from Carlsbad 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, Jun 6 - Sat, Jun 21
SAN
San Diego Intl.
ORD
O'Hare Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jun 6 from San Diego Intl. to O'Hare Intl., returning Sat, Jun 21, priced at $219 just found
Sat, Jun 7 - Wed, Jun 18
SAN
San Diego Intl.
MDW
Midway Intl.
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jun 7 from San Diego Intl. to Midway Intl., returning Wed, Jun 18, priced at $249 found 2 days ago
Fri, Jun 6 - Sat, Jun 21
CLD
McClellan-Palomar
ORD
O'Hare Intl.
$377 Roundtrip, found 3 days ago
$377
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jun 6 from McClellan-Palomar to O'Hare Intl., returning Sat, Jun 21, priced at $377 found 3 days ago

Airfares from $44 One Way, $116 Round Trip from Carlsbad to Chicago

Prices starting at $116 for return flights and $44 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.

Tue, Jun 17 - Wed, Jun 25
SAN
San Diego
ORD
Chicago
$116 Roundtrip, found 17 hours ago
$116
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Jun 17 from San Diego to Chicago, returning Wed, Jun 25, priced at $116 found 17 hours ago
Tue, Sep 30 - Tue, Oct 7
SAN
San Diego
ORD
Chicago
$161 Roundtrip, found 1 hour ago
$161
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Sep 30 from San Diego to Chicago, returning Tue, Oct 7, priced at $161 found 1 hour ago
Tue, Sep 30 - Tue, Oct 7
CLD
Carlsbad
ORD
Chicago
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Sep 30 from Carlsbad to Chicago, returning Tue, Oct 7, priced at $181 found 1 hour ago
Sat, Aug 9 - Wed, Aug 13
SAN
San Diego
ORD
Chicago
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 9 from San Diego to Chicago, returning Wed, Aug 13, priced at $188 just found
Tue, Sep 30 - Tue, Oct 7
SAN
San Diego
MDW
Chicago
$237 Roundtrip, found 1 hour ago
$237
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Sep 30 from San Diego to Chicago, returning Tue, Oct 7, priced at $237 found 1 hour ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0-star property

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8.4/10 Very Good! (1,747 reviews)

Jul 23 - Jul 28

5 night stay

San Diego (SAN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The breakfast service needed ice water and coffee in the breakfast room. The shower drain was almost clogged.

Reviewed on Apr 27, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,900 reviews)

Jul 23 - Jul 28

5 night stay

San Diego (SAN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (313 reviews)

Jul 4 - Jul 7

3 night stay

San Diego (SAN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Front desk and maintenance staff was amazing super succeeded our expectations i will return gor future dates

Reviewed on Feb 16, 2024

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More About Flying To Chicago from Carlsbad

Route Information for Flights from Carlsbad to Chicago

Origin Airport IATA Code
SAN
Destination Airport IATA Code
CHI
Distance
1720 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Austrian, Aer Lingus, Emirates, Swiss, United Airlines, Alaska Airlines, Cathay Pacific, Royal Jordanian, Finnair, Iberia, Brussels Airlines, Lufthansa, British Airways, Gulf Air
Earliest Flight Arrival
7:40PM UTC
Latest Flight Arrival
11:45AM UTC

Carlsbad to Chicago

Orbitz is the best place to find guaranteed low prices on Carlsbad to Chicago flights. Because of our cutting-edge mobile tools and low fares on domestic and international flights, Orbitz is the best starting point for travelers.

Find Cheap Carlsbad to Chicago Flights

Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Carlsbad to Chicago. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.

Get Miles and Points for Your Flight

Simply enter your frequent flyer information while booking to get miles or points for qualifying Carlsbad to Chicago flights. This information can all be saved in your Orbitz account, which means it will not have to be entered each time you take advantage of a great air fare deal.

Flight Alerts Take Away the Stress

Orbitz does not want travelers to worry on their flights from Carlsbad to Chicago. We keep you updated on any flight changes for Carlsbad to Chicago flights with alerts sent directly to your email or a mobile device. These alerts can also be sent to friends and family.

Discount Travel Planning Made Simple

You will have no problems finding budget flights from Carlsbad to Chicago on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.

Frequently asked questions

Are there non-stop flights from Carlsbad to Chicago?
You’re in luck — there are 3 airlines which offer direct services from SAN to ORD. Here are some of the best:

  • United Airlines
  • American Airlines
  • Spirit Airlines

What is the shortest flight from Carlsbad to Chicago?
The quickest flight time from Carlsbad to Chicago is 3 hours and 51 minutes, which gives you plenty of time to indulge in a tipple or get engrossed in a book.
What airlines fly from Carlsbad to Chicago most frequently?
There are a couple of airlines offering frequent flights from San Diego Airport to O’Hare Airport, including United Airlines (UA). A top pick for many travelers, it operates 147 flights on this route every month. American Airlines (AA) will also take you to your destination in comfort. Offering 108 flights every month between Carlsbad and Chicago, it’s another popular airline to look into.
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.