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$118+ Cheap flights from Orange County 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
Feb 18 — Feb 251
Wed 2/18
Wed 2/25
1 adult, Economy
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Cheap flight deals from Orange County to Chicago

Keep the following information in mind while searching for Orange County to Chicago flight deals. Data was last updated January 19, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$269
(Alaska Airlines)

One-way from

$118
(CheapOair)

Popular in

January

Cheapest in

September

Average price

$369
Provider with most accurate pricing for Los Angeles-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Los Angeles-Chicago (CHI) flights.
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From Orange County to Chicago (CHI)
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One-way flight from Orange County to Chicago (CHI)
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Highest demand for flights based on searches. 9% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Orange County to Chicago

Cheapest flights from Orange County to Chicago
Explore the most affordable flight options available from Orange County to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 19, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/211:31 am
SNA
-
ORD
1 stop10h 25m
Alaska Airlines
Mon 3/91:00 pm
ORD
-
SNA
1 stop10h 12m
Alaska Airlines
Deal found 1/16$269
This American Airlines deal was found by Cheapflights users on 1/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/61:54 pm
SNA
-
ORD
Nonstop4h 14m
American Airlines
Sat 2/146:54 pm
ORD
-
SNA
Nonstop4h 45m
American Airlines
Deal found 1/15$270
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1512:36 pm
SNA
-
MDW
1 stop9h 05m
Multiple Airlines
Mon 2/163:24 pm
MDW
-
SNA
2 stops23h 01m
Multiple Airlines
Deal found 1/16$271
This Kiwi.com deal was found by Cheapflights users on 1/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/510:25 am
SNA
-
MDW
1 stop27h 33m
Multiple Airlines
Mon 2/99:45 am
MDW
-
SNA
2 stops13h 12m
Multiple Airlines
Deal found 1/17$272
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:58 am
SNA
-
ORD
1 stop10h 05m
Frontier
Sun 2/156:03 pm
ORD
-
SNA
2 stops16h 10m
Frontier
Deal found 1/16$272
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:45 am
SNA
-
ORD
1 stop11h 44m
Multiple Airlines
Sat 2/147:55 am
ORD
-
SNA
1 stop29h 33m
Multiple Airlines
Deal found 1/15$274
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:05 am
SNA
-
ORD
Nonstop4h 00m
United Airlines
Tue 10/135:15 am
ORD
-
SNA
1 stop6h 00m
United Airlines
Deal found 1/16$275
This CheapOair deal was found by Cheapflights users on 1/16. 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.
Thu 2/268:58 am
SNA
-
ORD
1 stop6h 26m
Frontier
Sun 3/14:16 pm
ORD
-
SNA
1 stop20h 30m
Frontier
Deal found 1/16$276
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1312:36 pm
SNA
-
MDW
1 stop9h 05m
Frontier
Sat 2/149:15 am
MDW
-
SNA
2 stops11h 25m
Frontier
Deal found 1/16$277
This CheapOair deal was found by Cheapflights users on 1/16. 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.
Thu 1/2911:53 am
SNA
-
ORD
1 stop21h 04m
Frontier
Sun 2/19:38 pm
ORD
-
SNA
1 stop22h 23m
Frontier
Deal found 1/16$277
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:45 am
SNA
-
ORD
1 stop11h 44m
Multiple Airlines
Mon 2/98:36 pm
ORD
-
SNA
2 stops41h 49m
Multiple Airlines
Deal found 1/16$278
This United Airlines deal was found by Cheapflights users on 1/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:20 pm
SNA
-
ORD
Nonstop4h 05m
United Airlines
Sun 4/56:25 am
ORD
-
SNA
1 stop7h 53m
United Airlines
Deal found 1/15$279

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orange County 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 January 19, 2026.
Use the filters below to find and compare flights from Orange County to Chicago that are best for you.

Fly from

Orange County

Fly to

Chicago

Route

Depart

Return

Price

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Thu 2/26

11:31 am-11:56 pm

1 stop10h 25m

Chicago O'Hare Intl

Fri 2/27

7:00 am-4:26 pm

1 stop11h 26m

$269

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 5/2

7:25 pm-5:25 am

1 stop8h 00m

Chicago Midway

Tue 5/5

10:25 am-4:55 pm

1 stop8h 30m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 4/24

9:45 pm-9:56 am

1 stop10h 11m

Chicago Midway

Mon 4/27

2:12 pm-8:50 pm

1 stop8h 38m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 4/1

8:10 pm-5:45 am

1 stop7h 35m

Chicago Midway

Tue 4/7

3:40 pm-9:25 pm

1 stop7h 45m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 4/1

8:00 am-6:40 pm

1 stop8h 40m

Chicago Midway

Sat 4/4

2:05 pm-8:56 pm

1 stop8h 51m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 2/19

7:30 pm-5:05 am

1 stop7h 35m

Chicago Midway

Sat 2/21

6:05 pm-10:25 pm

1 stop6h 20m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 4/17

9:45 pm-9:56 am

1 stop10h 11m

Chicago Midway

Tue 4/21

12:55 pm-7:47 pm

1 stop8h 52m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 2/6

1:45 pm-9:05 pm

1 stop5h 20m

Chicago Midway

Sat 2/14

2:20 pm-9:00 pm

1 stop8h 40m

$289

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Wed 4/1

9:59 am-6:05 pm

1 stop6h 06m

Chicago O'Hare Intl

Sat 4/4

3:59 pm-8:56 pm

1 stop6h 57m

$289

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Thu 3/26

7:05 am-6:06 pm

1 stop9h 01m

Chicago O'Hare Intl

Mon 3/30

1:18 pm-6:10 pm

1 stop6h 52m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

Showing 1-10 of 60 results
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Best time to book a flight from Orange County to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Orange County 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 Orange County to Chicago

What is the cheapest month to book a flight from Orange County to Chicago?

Currently, February is the cheapest month in which you can book a flight from Orange County to Chicago (average of $147). Flying from Orange County to Chicago in March is currently the most expensive (average of $307). 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 KFI to CHI?

Find hourly flight availability from Orange County 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 January 19, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orange County to Chicago as you normally would.

Weekly flight availability from Orange County to Chicago

Explore weekly flight availability from Orange County 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 January 19, 2026.

The most flights from zzKFI to CHI are scheduled on a Friday (24 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (14 on average).

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 January 19, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and United Airlines from Orange County to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,749 reviews
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,262 reviews
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,177 reviews
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,160 reviews
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Spirit Airlines
6.3
Okay
8,348 reviews
Alaska Airlines
8.0
Very good
11,749 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Entertainment

7.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

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

  • How long is the flight from Orange County to Chicago?

    Airlines like Alaska Airlines, Southwest, and Delta fly from Orange County to Chicago in about 8h. The time it takes to get you to your destination can typically vary by up to 2h 25m. There are 1727 mi between Orange County and Chicago. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Orange County to Chicago one-way?

    $67 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $74 and $128, respectively.

  • What are the most popular routes from Orange County to Chicago?

    The most popular flight routes from Orange County to Chicago are Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl, Santa Ana J. Wayne/Orange Cnty - Chicago Midway and Long Beach Municipal - Chicago O'Hare Intl.

  • What are the most reliable airlines from Orange County to Chicago?

    The top 3 most reliable airlines when flying from Orange County to Chicago are Royal Jordanian (90%), Brussels Airlines (85%) and United Airlines (83%).

  • What are the cheapest flights from Orange County to Chicago?

    Looking for the cheapest flight from Orange County to Chicago? While on average our users pay $1,058, our data indicates the cheapest price to be $153. The most popular route (Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl), is priced around $166.

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

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

  • How can I find direct flights from Orange County to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Orange County 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 Orange County to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Orange County to Chicago (average of $147). Flying from Orange County to Chicago in March is currently the most expensive (average of $307). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Orange County to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Orange County to Chicago

Discover the top 6 airlines that operate flights from Orange County 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 January 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$195FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$218FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$190Average$476FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$269Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$269Average$380FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$288Average$443FlexibilityNo cancel feeOn-time63%

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