Chicago

$119+ Cheap flights from Anaheim, CA 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
nov. 26 — dic. 31
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The best prices from Anaheim to Chicago are usually found in February or May, booked 57 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Anaheim to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Anaheim (AN4) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated noviembre 21, 2024.

Popular in

December

Cheapest in

February

Round-trip from

$273
(FlightHub)

One-way from

$119
(American Airlines)
High demand for flights, 14% potential price rise
Best time to find cheap flights, 21% potential price drop
From Anaheim to Chicago (CHI)
One-way flight from Anaheim to Chicago (CHI)

Find flight deals from Anaheim to Chicago

Cheapest flights from Anaheim to Chicago
Explore the most affordable flight options available from Anaheim to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 21, 2024.

This FlightHub deal was found by Cheapflights users on 11/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/241:48 pmSNA - ORD
1 stop13h 42mSpirit Airlines
jue. 1/29:54 pmORD - SNA
2 stops16h 59mSpirit Airlines
Deal found 11/20$273
This FlightHub deal was found by Cheapflights users on 11/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/236:00 pmSNA - MDW
1 stop9h 33mFrontier
jue. 12/268:41 pmMDW - SNA
1 stop13h 34mFrontier
Deal found 11/20$274
This CheapOair deal was found by Cheapflights users on 11/20. 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.
lun. 12/239:15 amSNA - ORD
1 stop26h 05mFrontier
lun. 12/306:00 amORD - SNA
1 stop13h 00mFrontier
Deal found 11/20$274
This United Airlines deal was found by Cheapflights users on 11/20. 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.
mié. 12/112:15 pmSNA - ORD
Nonstop4h 07mUnited Airlines
mié. 12/182:25 pmORD - SNA
1 stop9h 35mUnited Airlines
Deal found 11/20$276
This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/239:15 amSNA - ORD
1 stop26h 05mMultiple Airlines
lun. 12/309:54 pmORD - SNA
1 stop12h 17mMultiple Airlines
Deal found 11/21$302
This American Airlines deal was found by Cheapflights users on 11/21. 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.
vie. 12/131:36 pmSNA - ORD
Nonstop4h 09mAmerican Airlines
dom. 12/158:15 amORD - SNA
Nonstop4h 33mAmerican Airlines
Deal found 11/21$308
This Delta deal was found by Cheapflights users on 11/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/88:00 amSNA - ORD
1 stop6h 58mDelta
dom. 12/156:20 amORD - SNA
1 stop7h 45mDelta
Deal found 11/21$383
This Southwest deal was found by Cheapflights users on 11/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/295:05 pmSNA - MDW
1 stop6h 35mSouthwest
jue. 1/22:45 pmMDW - SNA
2 stops7h 10mSouthwest
Deal found 11/21$441
This KAYAK deal was found by Cheapflights users on 11/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/88:00 amSNA - MDW
1 stop8h 32mDelta
jue. 12/122:15 pmMDW - SNA
1 stop8h 29mDelta
Deal found 11/21$445
This Mytrip deal was found by Cheapflights users on 11/21. 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.
mar. 12/249:05 amSNA - RFD
2 stops25h 22mMultiple Airlines
dom. 12/2912:40 pmRFD - SNA
1 stop11h 28mMultiple Airlines
Deal found 11/21$510
This eDestinos deal was found by Cheapflights users on 11/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/218:37 pmSNA - MDW
2 stops33h 28mMultiple Airlines
dom. 11/2411:31 amMDW - SNA
1 stop24h 34mMultiple Airlines
Deal found 11/21$635
This Mytrip deal was found by Cheapflights users on 11/20. 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.
mar. 12/241:20 pmSNA - MDW
3 stops25h 51mWestJet
mar. 12/314:50 pmMDW - SNA
3 stops21h 45mWestJet
Deal found 11/20$1,474

Find flights from Anaheim to Chicago within your budget

Customize your flight search to find flights from Anaheim 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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

mar. 12/24

1:48 pm-5:30 am

1 stop13h 42m

Chicago O'Hare Intl

jue. 1/2

9:54 pm-12:53 pm

2 stops16h 59m

$273

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

lun. 12/23

6:00 pm-5:33 am

1 stop9h 33m

Chicago Midway

jue. 12/26

8:41 pm-8:15 am

1 stop13h 34m

$274

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

lun. 12/23

9:15 am-1:20 pm

1 stop26h 05m

Chicago O'Hare Intl

lun. 12/30

6:00 am-5:00 pm

1 stop13h 00m

$274

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

mié. 12/11

2:15 pm-8:22 pm

Nonstop4h 07m

Chicago O'Hare Intl

mié. 12/18

2:25 pm-10:00 pm

1 stop9h 35m

$276

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

mié. 1/1

1:48 pm-10:57 am

2 stops19h 09m

Chicago O'Hare Intl

lun. 1/6

9:54 pm-12:53 pm

2 stops16h 59m

$286

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

vie. 12/13

1:36 pm-7:45 pm

Nonstop4h 09m

Chicago O'Hare Intl

dom. 12/15

8:15 am-10:48 am

Nonstop4h 33m

$308

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

jue. 1/23

8:00 am-5:47 pm

1 stop7h 47m

Chicago Midway

lun. 1/27

12:44 pm-7:43 pm

1 stop8h 59m

$319

Santa AnaChicago

SNA - ORD

SNAORD

Santa Ana J. Wayne/Orange Cnty

dom. 3/2

7:45 am-11:59 pm

2 stops14h 14m

Chicago O'Hare Intl

sáb. 3/8

7:00 pm-12:25 pm

1 stop19h 25m

$427

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

jue. 4/24

12:10 pm-8:50 pm

1 stop6h 40m

Chicago Midway

dom. 4/27

4:55 pm-9:55 pm

1 stop7h 00m

$440

Santa AnaChicago

SNA - RFD

SNARFD

Santa Ana J. Wayne/Orange Cnty

mar. 12/24

9:05 am-12:27 pm

2 stops25h 22m

Chicago Greater Rockford

dom. 12/29

12:40 pm-10:08 pm

1 stop11h 28m

$510

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 28 results
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Best time to book a flight from Anaheim to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Anaheim 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.

Travel insights for flights from Anaheim to Chicago

Get recent, data-driven insights about flights from Anaheim to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Anaheim to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Anaheim to Chicago. Price data was last updated on November 15, 2024.

Booking 57 days in advance of your planned departure date is, on average, the best time to get cheap flights from Anaheim to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from Anaheim to Chicago (average of $232). Flying from Anaheim to Chicago in June is currently the most expensive (average of $308). 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 AN4 to CHI?

Find hourly flight availability from Anaheim 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 noviembre 21, 2024.

When flying from Anaheim to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Anaheim to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Anaheim to Chicago. Price data was last updated on November 18, 2024.

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

Weekly flight availability from Anaheim to Chicago

Explore weekly flight availability from Anaheim 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 noviembre 21, 2024.

The most flights from AN4 to CHI are scheduled on a Tuesday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 noviembre 21, 2024.
See what other customers who have flown with Spirit Airlines, United Airlines and American Airlines from Anaheim to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.1
Very good
5,005 reviews
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good
9,464 reviews
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

8.0
Very good
8,755 reviews
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

7.4
Good
9,172 reviews
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

7.3
Good
2,811 reviews
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from Anaheim to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Anaheim to Chicago one-way?

    The cheapest airlines for a one-way flight from Anaheim to Chicago are American Airlines ($119), Spirit Airlines ($120), and Allegiant Air ($121).

  • What are the most popular routes from Anaheim to Chicago?

  • What are the most reliable airlines from Anaheim to Chicago?

    Consider Emirates (95%), Brussels Airlines (95%) or Qatar Airways (95%) when booking your flight. These represent the most reliable airlines when flying from Anaheim to Chicago.

  • What are the cheapest flights from Anaheim to Chicago?

    The cheapest flight price from Anaheim to Chicago is $154. On average you can expect to pay $880. The most popular route, (Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl), can usually be booked for $142.

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

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

  • How can I find direct flights from Anaheim to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Anaheim 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 Anaheim to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Anaheim to Chicago (average of $232). Flying from Anaheim to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for Anaheim to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Anaheim to Chicago

Discover the top 9 airlines that operate flights from Anaheim 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 2,612,795 searches. Data last updated noviembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$120FlexibilityNo cancel feeOn-time88%
Alaska AirlinesCheapest$68Average$397FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$82Average$211FlexibilityNo cancel feeOn-time65%
FrontierCheapest$105Average$201FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$149Average$362FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$179Average$421FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$184Average$462FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$184Average$370FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$486FlexibilityNo cancel feeOn-timeN/A
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