$146+ Cheap flights from Midway (MDW) to Anaheim, CA
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SNA
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Anaheim with Cheapflights
1. Tell us where you want to go
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Anaheim
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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 September 5, 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 September 5, 2026.
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:05 am -
1 stop6h 30m
Mon 9/288:45 pm -
1 stop6h 55m
Deal found 9/3![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:50 pm -
1 stop7h 05m
Sat 10/35:30 pm -
1 stop9h 30m
Deal found 9/2![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:05 pm -
2 stops7h 55m
Tue 10/276:45 am -
2 stops7h 35m
Deal found 9/2![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:10 am -
1 stop6h 45m
Fri 11/134:35 pm -
1 stop5h 10m
Deal found 9/2![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:15 pm -
1 stop5h 55m
Mon 9/288:45 pm -
1 stop6h 55m
Deal found 9/4![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/1. 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.
Sat 10/1710:25 am -
1 stop7h 55m
Sat 10/245:30 pm -
1 stop9h 30m
Deal found 9/1![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:19 pm -
1 stop7h 53m
Wed 11/118:00 am -
1 stop6h 39m
Deal found 9/2![Delta logo]()
$344
This Priceline deal was found by Cheapflights users on 9/1. 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.
Thu 11/1912:20 pm -
1 stop7h 46m
Sun 11/226:50 pm -
1 stop11h 12m
Deal found 9/1![Frontier logo]()
$345
This Southwest deal was found by Cheapflights users on 8/31. 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 9/3010:10 am -
2 stops6h 50m
Mon 10/54:35 pm -
1 stop6h 40m
Deal found 8/31![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 9/1. 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 9/2910:55 am -
2 stops7h 50m
Tue 10/66:45 am -
2 stops7h 20m
Deal found 9/1![Southwest logo]()
$354
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 September 5, 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 September 5, 2026.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:05 am -
1 stop6h 00m
Tue 11/37:00 am -
1 stop8h 20m
Deal found 9/2![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 9/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:31 pm -
2 stops10h 59m
Thu 11/262:00 pm -
1 stop6h 54m
Deal found 9/3![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:55 am -
2 stops7h 50m
Sat 10/33:50 pm -
1 stop11h 10m
Deal found 9/2![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:15 pm -
1 stop6h 00m
Mon 10/198:40 pm -
1 stop7h 10m
Deal found 9/3![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:31 pm -
2 stops10h 31m
Sat 11/212:00 pm -
1 stop6h 54m
Deal found 9/4![Delta logo]()
$444
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:20 am -
1 stop7h 30m
Fri 12/46:45 am -
1 stop6h 15m
Deal found 9/4![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 8/31. 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 11/205:45 am -
1 stop6h 35m
Tue 11/247:45 pm -
1 stop7h 15m
Deal found 8/31![Southwest logo]()
$390
This Southwest deal was found by Cheapflights users on 9/1. 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 10/19:50 am -
1 stop6h 55m
Sun 10/49:00 pm -
1 stop6h 00m
Deal found 9/1![Southwest logo]()
$402
This Southwest deal was found by Cheapflights users on 9/1. 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 11/185:20 am -
1 stop6h 05m
Sun 11/227:45 am -
2 stops7h 50m
Deal found 9/1![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 8/31. 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 10/45:15 am -
1 stop7h 00m
Fri 10/98:00 pm -
1 stop7h 00m
Deal found 8/31![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:50 am -
1 stop7h 55m
Sun 10/259:00 pm -
1 stop6h 50m
Deal found 9/4![Southwest logo]()
$447
Last-minute flights from Midway to AnaheimDiscover last-minute flight deals from Midway to Anaheim. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Anaheim. Data last updated September 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:55 pm -
1 stop7h 15m
Wed 9/307:20 pm -
1 stop8h 35m
Deal found 9/2![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 9/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:15 pm -
1 stop5h 55m
Mon 9/288:45 pm -
1 stop6h 55m
Deal found 9/4![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:05 am -
1 stop6h 30m
Mon 9/288:45 pm -
1 stop6h 55m
Deal found 9/3![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:50 pm -
1 stop7h 05m
Sat 10/35:30 pm -
1 stop9h 30m
Deal found 9/2![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 9/1. 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 9/2910:55 am -
2 stops7h 50m
Tue 10/66:45 am -
2 stops7h 20m
Deal found 9/1![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 8/31. 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 9/3010:10 am -
2 stops6h 50m
Mon 10/54:35 pm -
1 stop6h 40m
Deal found 8/31![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 9/1. 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.
Sat 10/1012:50 pm -
1 stop7h 50m
Wed 10/147:45 pm -
1 stop7h 15m
Deal found 9/1![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:15 pm -
1 stop6h 00m
Mon 10/198:40 pm -
1 stop7h 10m
Deal found 9/3![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 9/1. 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.
Sat 10/1710:25 am -
1 stop7h 55m
Sat 10/245:30 pm -
1 stop9h 30m
Deal found 9/1![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:05 pm -
2 stops7h 55m
Tue 10/276:45 am -
2 stops7h 35m
Deal found 9/2![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 9/1. 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 10/233:45 pm -
2 stops7h 50m
Mon 10/262:55 pm -
2 stops7h 55m
Deal found 9/1![Southwest logo]()
$367
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 September 5, 2026.
Search for one-way flight options from Midway to Anaheim. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Frontier deal was found by Cheapflights users on 9/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:07 am -
1 stop10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:15 pm -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$155
This Delta deal was found by Cheapflights users on 9/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:37 am -
2 stops11h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:27 pm -
2 stops27h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$165
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:35 pm -
1 stop6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Thu 10/151:12 pm -
2 stops28h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$180
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/153:45 pm -
2 stops7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Mon 9/2812:54 pm -
2 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 9/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:15 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$190
This Frontier deal was found by Cheapflights users on 9/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:12 pm -
1 stop6h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$194
This Priceline deal was found by Cheapflights users on 9/1. 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.
Fri 10/161:12 pm -
1 stop6h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Frontier logo]()
$199
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 September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Southwest) |
One-way from | $146 (Frontier) |
Popular in | August |
Cheapest in | October |
Average price | $908 |
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 7,457,451 searches. Data last updated September 5, 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 Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Sun 10/25
5:15 am-10:15 am
1 stop7h 00m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$190
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Fri 11/20
5:45 am-11:55 am
1 stop8h 10m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$190
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Tue 10/6
1:05 pm-7:00 pm
2 stops7h 55m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$195
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Sat 9/19
12:40 pm-4:20 pm
1 stop5h 40m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$225
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Wed 9/16
2:15 pm-6:35 pm
1 stop6h 20m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$225
Quickest round-trip
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Sun 9/20
6:30 am-10:05 am
1 stop5h 35m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$225
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Tue 9/22
10:30 am-4:45 pm
2 stops8h 15m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$230
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Sun 11/22
6:05 pm-10:20 pm
1 stop6h 15m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$248
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Sun 2/7
6:00 am-12:56 pm
1 stop8h 56m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$266
ChicagoSanta Ana
MDW Chicago Midway - SNA Santa Ana J. Wayne/Orange Cnty
MDWSNA
Chicago Midway
Fri 10/2
7:45 am-2:10 pm
2 stops8h 25m
Santa Ana J. Wayne/Orange Cnty
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$274
Showing 1-10 of 22 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 September 5, 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 20% 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 August 29, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Anaheim flight should consider departing on Monday at noon 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 September 5, 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$126 | Average$291 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$234 | Average$321 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$237 | Average$445 | FlexibilityNo cancel fee | On-time63% |