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$135+ 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 November 4, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$135
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$323
Provider with most accurate pricing for Los Angeles-Chicago (CHI) flight deals.
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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 ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 4, 2025.

This American Airlines deal was found by Cheapflights users on 11/3. 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.
Thu 12/47:35 amSNA - ORD
Nonstop4h 07mAmerican Airlines
Mon 12/86:55 pmORD - SNA
Nonstop4h 46mAmerican Airlines
Deal found 11/3$269
This CheapOair deal was found by Cheapflights users on 11/4. 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.
Sun 12/2110:35 amSNA - MDW
1 stop10h 46mFrontier
Fri 1/99:07 pmMDW - SNA
1 stop17h 15mFrontier
Deal found 11/4$270
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/216:45 amSNA - ORD
2 stops16h 07mMultiple Airlines
Mon 12/14:58 pmORD - SNA
1 stop21h 34mMultiple Airlines
Deal found 11/3$270
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/138:16 pmSNA - ORD
1 stop23h 32mMultiple Airlines
Sun 11/1610:43 pmORD - SNA
1 stop24h 18mMultiple Airlines
Deal found 11/3$271
This CheapOair deal was found by Cheapflights users on 11/3. 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 11/1312:01 pmSNA - ORD
1 stop10h 14mFrontier
Sun 11/166:00 amORD - SNA
1 stop7h 16mFrontier
Deal found 11/3$272
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Sat 11/226:45 amSNA - MDW
2 stops13h 27mMultiple Airlines
Mon 11/243:31 pmMDW - SNA
1 stop21h 48mMultiple Airlines
Deal found 11/3$273
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:45 amSNA - ORD
2 stops21h 40mSpirit Airlines
Fri 12/59:14 pmORD - SNA
2 stops15h 30mSpirit Airlines
Deal found 11/3$274
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:19 pmSNA - ORD
2 stops21h 42mSpirit Airlines
Thu 12/119:14 pmORD - SNA
2 stops15h 30mSpirit Airlines
Deal found 11/2$275
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/2610:58 amSNA - ORD
1 stop16h 34mMultiple Airlines
Mon 12/14:58 pmORD - SNA
1 stop21h 34mMultiple Airlines
Deal found 11/2$276
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 12/66:45 amSNA - ORD
1 stop8h 10mAlaska Airlines
Tue 12/98:00 amORD - SNA
1 stop10h 37mAlaska Airlines
Deal found 11/4$277
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/710:10 amSNA - MDW
1 stop6h 13mMultiple Airlines
Thu 12/117:23 pmMDW - SNA
2 stops17h 21mMultiple Airlines
Deal found 11/3$278
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:19 pmSNA - ORD
2 stops12h 49mSpirit Airlines
Sun 12/149:14 pmORD - SNA
2 stops15h 30mSpirit Airlines
Deal found 11/3$278

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 November 4, 2025.
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

Mon 12/8

6:45 am-4:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Wed 12/10

2:05 pm-10:26 pm

1 stop10h 21m

$277

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Wed 12/3

2:15 pm-8:20 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sat 12/6

2:35 pm-8:42 pm

1 stop8h 07m

$279

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

2:16 pm-8:25 pm

Nonstop4h 09m

Chicago O'Hare Intl

Mon 1/12

2:40 pm-8:42 pm

1 stop8h 02m

$279

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

Mon 12/8

2:15 pm-8:20 pm

Nonstop4h 05m

Chicago O'Hare Intl

Wed 12/10

7:50 pm-10:28 pm

Nonstop4h 38m

$283

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

8:00 am-6:32 pm

1 stop8h 32m

Chicago Midway

Sat 1/10

11:21 am-8:03 pm

1 stop10h 42m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 12/11

7:25 pm-5:05 am

1 stop7h 40m

Chicago Midway

Sat 12/13

2:45 pm-8:05 pm

1 stop7h 20m

$289

Santa AnaChicago

SNA - RFD

SNARFD

Santa Ana J. Wayne/Orange Cnty

Mon 12/22

8:16 pm-11:25 am

1 stop13h 09m

Chicago Greater Rockford

Sat 1/3

12:15 pm-6:10 pm

1 stop7h 55m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 12/5

6:45 am-3:00 pm

1 stop6h 15m

Chicago Midway

Sun 12/7

7:55 am-2:10 pm

1 stop8h 15m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 1/17

8:00 am-4:16 pm

1 stop6h 16m

Chicago Midway

Mon 1/26

1:49 pm-8:32 pm

1 stop8h 43m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 11/24

4:25 pm-12:25 am

1 stop6h 00m

Chicago Midway

Wed 12/3

8:25 am-12:35 pm

1 stop6h 10m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 $349). 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 November 4, 2025.

It’s optimal to fly from Orange County to Chicago in the evening. By choosing this option you can save up to 50% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Orange County to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Orange County to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Orange County to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 4, 2025.

The most flights from zzKFI to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 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 November 4, 2025.
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
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,240 reviews
Alaska Airlines
8.0
Very good
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,237 reviews
Alaska Airlines
8.0
Very good
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,999 reviews
Alaska Airlines
8.0
Very good
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,040 reviews
Alaska Airlines
8.0
Very good
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Spirit Airlines
6.3
Okay
8,112 reviews
Alaska Airlines
8.0
Very good
11,240 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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, United Airlines, and Delta fly from Orange County to Chicago in about 4h 05m. The time it takes to get you to your destination can typically vary by up to 4h 27m. There are 1721 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?

    $135 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Alaska Airlines and Frontier, with prices starting from $138 and $139, 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 Brussels Airlines (97%), Emirates (85%) and United Airlines (85%).

  • 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 $1,092, our data indicates the cheapest price to be $134. The most popular route (Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl), is priced around $130.

  • 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 $349). 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
Merrillville
Lansing
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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$103Average$201FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$216FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$190Average$476FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$269Average$458FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$269Average$382FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$288Average$443FlexibilityNo cancel feeOn-time63%

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