Cheap flights from Anaheim to Chicago (CHI)

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The best prices from Anaheim to Chicago are usually found in January or October, booked 47 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

How to find the cheapest flight from
Anaheim to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Anaheim to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
AN4 - CHI
Price
$281 - $562
CHI
Temperature
23 - 73.4 °F
CHI
Rainfall
1.7 - 4.9 inches

Popular in

June

High demand for flights, 29% potential price rise

Cheapest in

January

Best time to find cheap flights, 29% potential price drop

Round-trip from

$281

From Anaheim to Chicago (CHI)

One-way from

$95

One-way flight from Anaheim to Chicago (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest month to fly from Anaheim to Chicago?

The best pricing can be found in the month of February. Prices to Chicago from Anaheim average $273. You can even find prices in February for less than $273, as users have found deals to Chicago from as low as $85. The month of June appears to be one of the more expensive times to travel to Chicago from Anaheim. Flying in the targeted month can save you up to 66%.

When is the cheapest time to fly from Anaheim to Chicago (AN4 - CHI)?

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.

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

Users have found that booking a flight from Anaheim to Chicago at least 61 days early can save you up to 19% on average compared to booking a flight this week. If booking 61 days before your flight isn’t an option for you, users have found flights from Anaheim to Chicago for as little as $305 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $326 for flights departing within the next 3 days.

Cheap flights from Anaheim to Chicago in August, September 2022

The best prices found for Anaheim to CHI flights for August, September
6 Sep - 13 Sep
$160pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
21 Sep - 27 Sep
$161pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
8 Sep - 11 Sep
$162pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty

Anaheim to Chicago 2022 flight deals

Cheap flights to Chicago from Anaheim found for this year
6 Sep - 13 Sep
$160pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
21 Sep - 27 Sep
$161pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
8 Sep - 11 Sep
$162pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty

Cheap Spirit Airlines flights from Anaheim to Chicago

10 Sep - 19 Sep
$164pp
SNA
Santa Ana J. Wayne/Orange Cnty
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SNA
Santa Ana J. Wayne/Orange Cnty
12 Sep - 19 Sep
$166pp
SNA
Santa Ana J. Wayne/Orange Cnty
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SNA
Santa Ana J. Wayne/Orange Cnty
7 Sep - 16 Sep
$176pp
SNA
Santa Ana J. Wayne/Orange Cnty
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SNA
Santa Ana J. Wayne/Orange Cnty

Cheap Frontier flights from Anaheim to Chicago

6 Sep - 13 Sep
$160pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
21 Sep - 27 Sep
$161pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
8 Sep - 11 Sep
$162pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty

Non-stop flights to Chicago from Anaheim

Save time with Anaheim to Chicago direct flight deals
3 Sep - 4 Sep
$252pp
SNA
Santa Ana J. Wayne/Orange Cnty
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SNA
Santa Ana J. Wayne/Orange Cnty
3 Sep - 6 Sep
$296pp
SNA
Santa Ana J. Wayne/Orange Cnty
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SNA
Santa Ana J. Wayne/Orange Cnty
2 Sep - 4 Sep
$306pp
SNA
Santa Ana J. Wayne/Orange Cnty
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SNA
Santa Ana J. Wayne/Orange Cnty

Last minute flights from Anaheim to Chicago

Late deals on round-trip flights to Chicago from Anaheim, departing today and this week
18 Aug - 22 Aug
$203pp
SNA
Santa Ana J. Wayne/Orange Cnty
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SNA
Santa Ana J. Wayne/Orange Cnty
16 Aug - 29 Aug
$208pp
SNA
Santa Ana J. Wayne/Orange Cnty
Frontier
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty
17 Aug - 23 Aug
$211pp
SNA
Santa Ana J. Wayne/Orange Cnty
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SNA
Santa Ana J. Wayne/Orange Cnty

One-way flights to Chicago from Anaheim

The cheapest one-way flights from Anaheim to Chicago
2:19 pm - 1:56 pm
Frontier
2 Stops
21h 37m
SNA - MDW
Frontier
$95
JustFly
5:26 am - 7:54 pm
Spirit Airlines
2 Stops
12h 28m
SNA - ORD
Spirit Airlines
$105
Gotogate
5:26 am - 5:20 pm
Multiple Airlines
2 Stops
9h 54m
SNA - MDW
Multiple Airlines
$106
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Anaheim</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Anaheim to Chicago

Which airlines flying from Anaheim to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Anaheim to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Alaska Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Anaheim to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Anaheim to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $160, but on average you can expect to pay $171.

Are there nonstop flights from Anaheim to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Anaheim to Chicago under $300. A good price for a nonstop flight from Anaheim to Chicago is less than $339.

Are there last-minute flights available from Anaheim to Chicago for under $300?

There are currently 20+ open flights from Anaheim to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Anaheim to Chicago?

You can find nonstop flights on the following days: Wednesday, Friday, Saturday.

How many flights depart from Anaheim to Chicago on average per day?

On average 3 flights depart from Anaheim to Chicago per day.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Anaheim to Chicago?

For as low as $160, Frontier can have you in Chicago from Anaheim in 12h 28m. The distance from Anaheim to Chicago is about 1732 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the most popular routes from Anaheim to Chicago?

Most travelers choose Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl, Santa Ana J. Wayne/Orange Cnty - Chicago Midway or Santa Ana J. Wayne/Orange Cnty - Chicago Greater Rockford when deciding on the best route from Anaheim to Chicago.

What are the most reliable airlines from Anaheim to Chicago?

Consider Scandinavian Airlines (95%), Air Canada (93%) or Aer Lingus (91%) 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 $135. On average you can expect to pay $378. The most popular route, (Santa Ana J. Wayne/Orange Cnty - Chicago O'Hare Intl), can usually be booked for $164.

What are the most popular airlines that fly from Anaheim to Chicago?

When booking a flight from Anaheim to Chicago, you may want to consider flying on Undisclosed Carrier, American Airlines or Alaska Airlines as they are the most popular for this route.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Anaheim?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Anaheim need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Anaheim are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Anaheim are not required to quarantine after entering Chicago.

Do I need a test to fly back to Anaheim from Chicago?

Returning to Anaheim from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Anaheim.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Anaheim.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Anaheim to Chicago

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

Top 7 airlines flying from Anaheim to Chicago

The chart below displays the airlines Cheapflights users traveling from Anaheim to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Juneyao Airlines
$12 $21 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Frontier
$52 $237 No cancel fee 62%
Spirit Airlines
$62 $334 No cancel fee 65%
United Airlines
$97 $460 No cancel fee 69%
American Airlines
$118 $449 No cancel fee 71%
Delta
$140 $446 No cancel fee N/A
Alaska Airlines
$170 $427 No cancel fee 75%

Hourly flight availability from Anaheim to Chicago

See what time of day planes typically take off from Anaheim towards Chicago.
Morning 6 AM to noon 51% of Anaheim to CHI departures
Afternoon Noon to 6 PM 29% of Anaheim to CHI departures
Early morning Midnight to 6 AM 13% of Anaheim to CHI departures
Evening 6 PM to midnight 7% of Anaheim to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Anaheim to Chicago
See how many times per day planes take to the skies headed from Anaheim to Chicago.
Sunday
26 daily flights
Monday
30 daily flights
Tuesday
29 daily flights
Wednesday
30 daily flights
Thursday
29 daily flights
Friday
30 daily flights
Saturday
27 daily flights