$160+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SNA
Aug 23 — Aug 301
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Anaheim with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Midway to AnaheimExplore 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 July 24, 2026.
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 July 24, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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.
Thu 8/205:40 am
MDW
- SNA
1 stop7h 10m
Southwest
Thu 8/278:00 am
SNA
- MDW
2 stops7h 10m
Southwest
Deal found 7/21![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 7/21. 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.
Sat 9/54:39 pm
MDW
- SNA
1 stop7h 17m
Delta
Fri 9/1111:38 am
SNA
- MDW
1 stop9h 06m
Delta
Deal found 7/21![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:20 pm
MDW
- SNA
1 stop17h 52m
Multiple Airlines
Sun 8/167:53 pm
SNA
- MDW
2 stops11h 58m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 7/22. 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.
Fri 9/119:29 am
MDW
- SNA
2 stops14h 35m
Delta
Tue 9/156:02 pm
SNA
- MDW
2 stops12h 46m
Delta
Deal found 7/22![Delta logo]()
$324
This Southwest deal was found by Cheapflights users on 7/23. 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.
Mon 9/212:05 pm
MDW
- SNA
1 stop6h 55m
Southwest
Thu 10/12:55 pm
SNA
- MDW
1 stop7h 15m
Southwest
Deal found 7/23![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 7/20. 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.
Fri 9/41:51 pm
MDW
- SNA
1 stop8h 16m
Delta
Fri 9/1111:38 am
SNA
- MDW
1 stop9h 06m
Delta
Deal found 7/20![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 7/22. 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 8/1910:30 am
MDW
- SNA
2 stops8h 15m
Southwest
Wed 8/267:55 pm
SNA
- MDW
1 stop7h 50m
Southwest
Deal found 7/22![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 7/22. 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.
Fri 9/44:25 pm
MDW
- SNA
1 stop7h 30m
Southwest
Tue 9/87:55 pm
SNA
- MDW
1 stop7h 05m
Southwest
Deal found 7/22![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 7/22. 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.
Fri 8/217:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Mon 8/248:00 am
SNA
- MDW
2 stops7h 00m
Southwest
Deal found 7/22![Southwest logo]()
$335
This Delta deal was found by Cheapflights users on 7/22. 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.
Mon 8/311:51 pm
MDW
- SNA
1 stop8h 16m
Delta
Sat 9/58:11 am
SNA
- MDW
1 stop5h 46m
Delta
Deal found 7/22![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 7/20. 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.
Thu 9/37:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Tue 9/87:55 pm
SNA
- MDW
1 stop7h 05m
Southwest
Deal found 7/20![Southwest logo]()
$342
Best flights from Midway to AnaheimDiscover carefully curated flight deals from Midway to Anaheim that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
Discover carefully curated flight deals from Midway to Anaheim that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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.
Thu 12/38:05 am
MDW
- SNA
1 stop7h 50m
Southwest
Wed 12/910:00 am
SNA
- MDW
2 stops7h 45m
Southwest
Deal found 7/22![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 7/22. 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.
Mon 8/311:51 pm
MDW
- SNA
1 stop8h 16m
Delta
Sat 9/58:11 am
SNA
- MDW
1 stop5h 46m
Delta
Deal found 7/22![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 7/23. 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.
Mon 9/212:05 pm
MDW
- SNA
1 stop6h 55m
Southwest
Thu 10/12:55 pm
SNA
- MDW
1 stop7h 15m
Southwest
Deal found 7/23![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 7/19. 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.
Fri 9/46:15 pm
MDW
- SNA
1 stop5h 55m
Southwest
Fri 9/117:20 am
SNA
- MDW
2 stops8h 00m
Southwest
Deal found 7/19![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 7/20. 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.
Wed 8/191:25 pm
MDW
- SNA
2 stops10h 35m
Delta
Tue 8/256:45 am
SNA
- MDW
2 stops9h 48m
Delta
Deal found 7/20![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 7/23. 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.
Fri 8/287:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Fri 9/48:45 pm
SNA
- MDW
1 stop6h 55m
Southwest
Deal found 7/23![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 7/20. 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.
Fri 9/41:51 pm
MDW
- SNA
1 stop8h 16m
Delta
Sun 9/69:52 am
SNA
- MDW
2 stops10h 44m
Delta
Deal found 7/20![Delta logo]()
$409
This Southwest deal was found by Cheapflights users on 7/23. 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 10/1410:10 am
MDW
- SNA
2 stops7h 40m
Southwest
Thu 10/158:30 pm
SNA
- MDW
1 stop7h 15m
Southwest
Deal found 7/23![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 7/23. 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.
Mon 9/77:10 am
MDW
- SNA
1 stop7h 20m
Southwest
Wed 9/93:20 pm
SNA
- MDW
1 stop5h 35m
Southwest
Deal found 7/23![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 7/19. 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.
Thu 11/1910:05 am
MDW
- SNA
1 stop9h 45m
Southwest
Thu 11/267:45 am
SNA
- MDW
2 stops9h 05m
Southwest
Deal found 7/19![Southwest logo]()
$411
Last-minute flights from Midway to AnaheimDiscover last-minute flight deals from Midway to Anaheim. Data last updated July 24, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Anaheim. Data last updated July 24, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/20. 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 8/126:50 am
MDW
- SNA
1 stop8h 45m
Southwest
Mon 8/177:55 pm
SNA
- MDW
1 stop7h 05m
Southwest
Deal found 7/20![Southwest logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:20 pm
MDW
- SNA
1 stop17h 52m
Multiple Airlines
Sun 8/167:53 pm
SNA
- MDW
2 stops11h 58m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 7/22. 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 8/1910:30 am
MDW
- SNA
2 stops8h 15m
Southwest
Wed 8/267:55 pm
SNA
- MDW
1 stop7h 50m
Southwest
Deal found 7/22![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 7/21. 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.
Thu 8/205:40 am
MDW
- SNA
1 stop7h 10m
Southwest
Thu 8/278:00 am
SNA
- MDW
2 stops7h 10m
Southwest
Deal found 7/21![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 7/22. 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.
Fri 8/217:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Mon 8/247:20 am
SNA
- MDW
1 stop5h 55m
Southwest
Deal found 7/22![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 7/23. 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.
Sun 8/236:30 am
MDW
- SNA
1 stop5h 35m
Southwest
Wed 8/267:55 pm
SNA
- MDW
1 stop7h 05m
Southwest
Deal found 7/23![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 7/22. 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.
Mon 8/311:51 pm
MDW
- SNA
1 stop8h 16m
Delta
Sat 9/58:11 am
SNA
- MDW
1 stop5h 46m
Delta
Deal found 7/22![Delta logo]()
$339
One-way flights from Midway to AnaheimSearch for one-way flight options from Midway to Anaheim. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
Search for one-way flight options from Midway to Anaheim. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
This Delta deal was found by Cheapflights users on 7/23. 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.
Sat 8/229:24 am
MDW
- SNA
2 stops11h 13m
Delta
Deal found 7/23![Delta logo]()
$160
This deal was found by Cheapflights users on 7/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/211:02 pm
MDW
- SNA
1 stop7h 16m
Frontier
Deal found 7/24![Frontier logo]()
$164
This Priceline deal was found by Cheapflights users on 7/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:02 pm
MDW
- SNA
1 stop7h 16m
Frontier
Deal found 7/20![Frontier logo]()
$169
This Southwest deal was found by Cheapflights users on 7/20. 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.
Tue 9/298:20 am
MDW
- SNA
1 stop7h 20m
Southwest
Deal found 7/20![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 7/23. 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.
Sun 8/236:30 am
MDW
- SNA
1 stop5h 35m
Southwest
Deal found 7/23![Southwest logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/236:05 am
MDW
- SNA
2 stops32h 26m
Frontier
Deal found 7/23![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:05 am
MDW
- SNA
2 stops32h 26m
Frontier
Deal found 7/21![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/2011:50 am
MDW
- SNA
2 stops26h 41m
Frontier
Deal found 7/23![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:05 am
MDW
- SNA
2 stops12h 10m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:06 am
MDW
- SNA
2 stops29h 55m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 7/23. 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.
Tue 10/61:05 pm
MDW
- SNA
2 stops7h 55m
Southwest
Deal found 7/23![Southwest logo]()
$196
Find flight deals from Midway to Anaheim
Keep the following information in mind while searching for Midway to Anaheim flight deals. Data was last updated July 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $310 (Southwest) |
One-way from | $160 (Delta) |
Popular in | January |
Cheapest in | August |
Average price | $517 |
Cheapflights Fare Finder
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 July 24, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Anaheim that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 12/3
8:05 am-1:55 pm
1 stop7h 50m
Santa Ana J. Wayne/Orange Cnty
Wed 12/9
10:00 am-7:45 pm
2 stops7h 45m
$314
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Mon 9/21
2:05 pm-7:00 pm
1 stop6h 55m
Santa Ana J. Wayne/Orange Cnty
Thu 10/1
2:55 pm-12:10 am
1 stop7h 15m
$328
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 9/4
6:15 pm-10:10 pm
1 stop5h 55m
Santa Ana J. Wayne/Orange Cnty
Fri 9/11
7:20 am-5:20 pm
2 stops8h 00m
$334
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Mon 8/31
1:51 pm-8:07 pm
1 stop8h 16m
Santa Ana J. Wayne/Orange Cnty
Sat 9/5
8:11 am-3:57 pm
1 stop5h 46m
$339
Quickest round-trip
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 8/28
7:10 am-10:50 am
1 stop5h 40m
Santa Ana J. Wayne/Orange Cnty
Fri 9/4
8:45 pm-5:40 am
1 stop6h 55m
$354
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Wed 8/19
1:25 pm-10:00 pm
2 stops10h 35m
Santa Ana J. Wayne/Orange Cnty
Tue 8/25
6:45 am-6:33 pm
2 stops9h 48m
$369
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Wed 10/14
10:10 am-3:50 pm
2 stops7h 40m
Santa Ana J. Wayne/Orange Cnty
Thu 10/15
8:30 pm-5:45 am
1 stop7h 15m
$373
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Mon 9/7
7:10 am-12:30 pm
1 stop7h 20m
Santa Ana J. Wayne/Orange Cnty
Wed 9/9
3:20 pm-10:55 pm
1 stop5h 35m
$392
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 9/4
1:51 pm-8:07 pm
1 stop8h 16m
Santa Ana J. Wayne/Orange Cnty
Sun 9/6
9:52 am-10:36 pm
2 stops10h 44m
$409
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 11/19
10:05 am-5:50 pm
1 stop9h 45m
Santa Ana J. Wayne/Orange Cnty
Thu 11/26
7:45 am-6:50 pm
2 stops9h 05m
$411
Showing 1-10 of 20 resultsSorted by cheapest first
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.
MDW-SNA
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 Chicago Midway Airport to Anaheim
MDW-AN4
MDW-SNA
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 July 24, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Anaheim in the afternoon. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight in the morning.
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 July 18, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Anaheim flight should consider departing on Saturday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 July 24, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Anaheim, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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.
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Alternative routes for Midway to Anaheim
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Complete your trip
Complete your trip to Anaheim by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Anaheim by cabin class
Find flights from Midway to Anaheim, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Anaheim flights
Browse other Midway and Anaheim flight options. Last updated on July 24, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on July 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Anaheim flights
Consider these flights traveling from Midway to Anaheim.
Top 3 airlines flying from Midway to Anaheim
Discover the top 3 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 July 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$126 | Average$291 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$452 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$216 | Average$316 | FlexibilityNo cancel fee | On-timeN/A |