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$167+ Cheap flights from Midway (MDW) to Anaheim, CA

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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SNA
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Midway to Anaheim

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Anaheim (AN4). 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 January 21, 2025.

Round-trip from

$285
(Gotogate)

One-way from

$169
(Cheapflightsfares)

Popular in

July

Cheapest in

August

Average price

$444
From Chicago Midway to Anaheim
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One-way flight from Chicago Midway to Anaheim
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 6% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Midway to Anaheim

Cheapest flights from Midway to Anaheim
Explore the most affordable flight options available from Midway to Anaheim. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Gotogate deal was found by Cheapflights users on 1/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/176:40 amMDW - SNA
1 stop6h 50mFrontier
Mon 2/243:42 pmSNA - MDW
1 stop11h 49mFrontier
Deal found 1/20$285
This Mytrip deal was found by Cheapflights users on 1/20. 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.
Fri 3/2110:59 amMDW - SNA
1 stop10h 01mMultiple Airlines
Sun 3/238:33 pmSNA - MDW
1 stop11h 36mMultiple Airlines
Deal found 1/20$286
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/251:16 pmMDW - SNA
1 stop8h 56mDelta
Mon 3/319:30 pmSNA - MDW
1 stop9h 39mDelta
Deal found 1/20$313
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/58:35 amMDW - SNA
1 stop8h 00mSouthwest
Tue 3/117:30 amSNA - MDW
2 stops7h 25mSouthwest
Deal found 1/20$407

Find flights from Midway to Anaheim within your budget

Customize your flight search to find flights from Midway to Anaheim 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 21, 2025.

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sun 2/16

6:40 am-11:30 am

1 stop6h 50m

Santa Ana J. Wayne/Orange Cnty

Sun 2/23

3:42 pm-5:31 am

1 stop11h 49m

$284

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 2/8

6:00 am-12:03 pm

1 stop8h 03m

Santa Ana J. Wayne/Orange Cnty

Sun 2/16

9:00 am-5:43 pm

1 stop6h 43m

$313

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Wed 3/5

8:35 am-2:35 pm

1 stop8h 00m

Santa Ana J. Wayne/Orange Cnty

Tue 3/11

7:30 am-4:55 pm

2 stops7h 25m

$407

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sun 6/1

8:20 pm-8:57 am

1 stop14h 37m

$167

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 2/20

6:40 am-11:30 am

1 stop6h 50m

$169

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Mon 3/3

1:05 pm-7:50 pm

2 stops8h 45m

$182

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Fri 5/30

2:00 pm-8:33 pm

1 stop8h 33m

$185

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sun 6/22

8:09 pm-8:47 am

1 stop14h 38m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Midway to Anaheim

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

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Anaheim (average of $298). Flying from Chicago Midway Airport to Anaheim in June is currently the most expensive (average of $419). 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 MDW to AN4?

Find hourly flight availability from Midway to Anaheim. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Chicago Midway Airport to Anaheim, 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 Chicago Midway Airport to Anaheim?

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

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

Rainfall in Anaheim by month

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

In terms of precipitation, rainfall in Anaheim ranges from 0.0 - 3.1 inches per month. February is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit Anaheim when rainfall is around 0.0 in.

Temperature in Anaheim by month

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

If weather is an important factor for your trip to Anaheim, use this chart to help with planning. For those seeking warmer temperatures, August 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 55.4 F).

Reviews of airlines servicing Anaheim

Get insights into the airlines that provide service to Anaheim. 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 Anaheim. Reviews last updated January 21, 2025.
Peruse reviews from past customers who have flown with Frontier and Delta from Chicago to Anaheim to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Frontier
6.1
Okay
3,443 reviews
Southwest
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Midway to Anaheim. 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 Chicago Midway Airport to Anaheim one-way?

    One-way options have recently been found by users for as low as $169 on Frontier. Other airlines that offer cheap prices include Southwest from $182 and Delta from $253 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Anaheim (average of $298). Flying from Chicago Midway Airport to Anaheim in June is currently the most expensive (average of $419). 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.

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Alternative routes for Midway to Anaheim

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Midway to Anaheim

Discover the top 5 airlines that operate flights from Midway to Anaheim. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$119Average$219FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$126Average$384FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$268FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$199Average$444FlexibilityNo cancel feeOn-time63%
DeltaCheapest$237Average$432FlexibilityNo cancel feeOn-timeN/A
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