$153+ Cheap flights from Santa Ana, CA (SNA) to Midway (MDW)
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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MDW
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Santa Ana to Midway 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 Santa Ana to Midway
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Cheapest flights from Santa Ana to MidwayExplore the most affordable flight options available from Santa Ana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
Explore the most affordable flight options available from Santa Ana to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
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.
Sat 9/266:45 am -
2 stops9h 37m
Sat 10/31:19 pm -
2 stops10h 45m
Deal found 9/3![Delta 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.
Fri 10/23:20 pm -
1 stop7h 05m
Sat 10/1012:50 pm -
1 stop7h 50m
Deal found 9/2![Southwest logo]()
$333
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.
Wed 10/286:02 pm -
2 stops12h 42m
Sat 10/319:29 am -
2 stops11h 09m
Deal found 9/4![Delta logo]()
$339
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 10/286:45 am -
2 stops7h 20m
Sat 10/319:55 am -
2 stops9h 10m
Deal found 9/2![Southwest logo]()
$343
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.
Wed 10/287:05 am -
1 stop8h 10m
Sun 11/17:20 am -
1 stop6h 10m
Deal found 9/3![Southwest logo]()
$344
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:50 pm -
1 stop14h 35m
Mon 11/212:20 pm -
1 stop7h 45m
Deal found 9/5![Frontier logo]()
$363
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 10/23:20 pm -
2 stops7h 35m
Tue 10/61:05 pm -
2 stops7h 55m
Deal found 9/4![Southwest logo]()
$367
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.
Fri 10/308:00 pm -
1 stop7h 00m
Sun 11/17:20 am -
1 stop7h 45m
Deal found 9/3![Southwest logo]()
$368
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.
Sun 10/256:54 pm -
1 stop15h 23m
Wed 10/286:16 am -
2 stops13h 24m
Deal found 9/4![Multiple Airlines logo]()
$374
Best flights from Santa Ana to MidwayDiscover carefully curated flight deals from Santa Ana to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals from Santa Ana to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 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.
Wed 10/287:05 am -
1 stop8h 10m
Sun 11/17:20 am -
1 stop6h 10m
Deal found 9/3![Southwest logo]()
$344
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.
Thu 9/247:12 am -
2 stops13h 32m
Sat 9/266:05 am -
1 stop8h 28m
Deal found 9/2![Delta logo]()
$449
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.
Fri 10/308:00 pm -
1 stop7h 00m
Sun 11/17:20 am -
1 stop7h 45m
Deal found 9/3![Southwest logo]()
$368
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:40 pm -
1 stop7h 00m
Wed 10/76:05 am -
1 stop6h 10m
Deal found 9/5![Southwest logo]()
$379
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:00 pm -
1 stop6h 10m
Sat 9/266:45 am -
1 stop9h 05m
Deal found 9/5![Southwest logo]()
$414
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.
Mon 9/217:55 pm -
1 stop7h 05m
Wed 10/76:05 am -
1 stop6h 10m
Deal found 9/4![Southwest logo]()
$414
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:45 am -
2 stops8h 35m
Sun 12/610:05 am -
1 stop7h 55m
Deal found 9/5![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 9/6. 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 10/238:00 pm -
1 stop7h 00m
Mon 10/267:45 am -
2 stops8h 25m
Deal found 9/6![Southwest logo]()
$442
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.
Fri 9/188:20 pm -
1 stop7h 35m
Mon 9/212:05 pm -
1 stop6h 55m
Deal found 9/2![Southwest logo]()
$449
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 10/13:20 pm -
2 stops7h 35m
Sat 10/36:15 am -
2 stops8h 00m
Deal found 9/2![Southwest logo]()
$455
Last-minute flights from Santa Ana to MidwayDiscover last-minute flight deals from Santa Ana to Midway. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Midway. Data last updated September 7, 2026 and is based on user searches.
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.
Sat 9/266:45 am -
2 stops9h 37m
Sat 10/31:19 pm -
2 stops10h 45m
Deal found 9/3![Delta 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.
Fri 10/23:20 pm -
1 stop7h 05m
Sat 10/1012:50 pm -
1 stop7h 50m
Deal found 9/2![Southwest logo]()
$333
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 10/23:20 pm -
2 stops7h 35m
Tue 10/61:05 pm -
2 stops7h 55m
Deal found 9/4![Southwest logo]()
$367
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.
Sun 10/256:54 pm -
1 stop15h 23m
Wed 10/286:16 am -
2 stops13h 24m
Deal found 9/4![Multiple Airlines logo]()
$374
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.
Wed 10/286:02 pm -
2 stops12h 42m
Sat 10/319:29 am -
2 stops11h 09m
Deal found 9/4![Delta logo]()
$339
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 10/286:45 am -
2 stops7h 20m
Sat 10/319:55 am -
2 stops9h 10m
Deal found 9/2![Southwest logo]()
$343
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.
Wed 10/287:05 am -
1 stop8h 10m
Sun 11/17:20 am -
1 stop6h 10m
Deal found 9/3![Southwest logo]()
$344
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:50 pm -
1 stop14h 35m
Mon 11/212:20 pm -
1 stop7h 45m
Deal found 9/5![Frontier logo]()
$363
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.
Fri 10/308:00 pm -
1 stop7h 00m
Sun 11/17:20 am -
1 stop7h 45m
Deal found 9/3![Southwest logo]()
$368
One-way flights from Santa Ana to MidwaySearch for one-way flight options from Santa Ana to Midway. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from Santa Ana to Midway. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
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 10/54:35 pm -
2 stops23h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$153
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.
Sat 9/268:10 am -
1 stop7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta 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 11/178:00 am -
2 stops12h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$160
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.
Wed 9/308:10 am -
1 stop8h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$165
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.
Mon 10/264:08 pm -
2 stops29h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$172
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.
Tue 11/177:30 am -
2 stops32h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$178
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.
Fri 10/238:30 pm -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:30 am -
2 stops29h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$183
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.
Mon 10/262:55 pm -
2 stops7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 9/6. 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 10/18:40 pm -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Southwest logo]()
$190
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.
Thu 10/2211:38 am -
2 stops30h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$191
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.
Sun 11/88:33 pm -
3 stops49h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$193
Find flight deals from Santa Ana to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Santa Ana (SNA) to Midway (MDW). 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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (Delta) |
One-way from | $153 (Kiwi.com) |
Popular in | June |
Cheapest in | March |
Average price | $401 |
Cheapflights Fare Finder
Customize your flight search to find flights from Santa Ana to Midway 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 7, 2026.
Use the filters below to find and compare flights from Santa Ana to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 9/26
7:12 am-5:59 pm
2 stops8h 47m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$160
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 10/7
11:05 am-9:00 pm
1 stop7h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$190
Quickest round-trip
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 9/12
12:50 pm-8:50 pm
1 stop6h 00m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$201
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sun 10/18
9:00 pm-5:50 am
1 stop6h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$224
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 9/18
8:30 pm-5:45 am
1 stop7h 15m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$269
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 10/14
8:04 am-4:47 pm
1 stop6h 43m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$276
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 9/25
6:02 pm-8:48 am
2 stops12h 46m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$282
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 9/17
8:45 pm-5:40 am
1 stop6h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$285
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 10/3
8:10 am-5:59 pm
1 stop7h 49m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$287
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 9/29
8:10 am-6:19 pm
1 stop8h 09m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$287
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Santa Ana to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Santa Ana to Midway in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Santa Ana, California-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santa Ana, California-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Santa Ana, California-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Santa Ana, California-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Santa Ana, California-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Santa Ana to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Santa Ana with our price prediction graph.
SNA-MDW
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 Santa Ana to Chicago Midway Airport
What is the cheapest month to book a flight from Santa Ana, California to Chicago Midway Airport?
Currently, March is the cheapest month in which you can book a flight from Santa Ana, California to Chicago Midway Airport (average of $268). Flying from Santa Ana, California to Chicago Midway Airport in June is currently the most expensive (average of $583). 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.
How much does it cost to fly round-trip from Santa Ana, California to Chicago Midway Airport?
Airfare is below average for this route at the moment.
Santa Ana, California to Chicago Midway Airport flights typically cost between $328 and $506 in September.The cheapest round-trip price found within the last 5 days was $319 on Delta (Sep 26-Oct 3).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated September 7, 2026.
Read through reviews of airlines operating flights from Santa Ana to Chicago Midway Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Santa Ana to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Alternative routes for Santa Ana to Midway
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Other flights to Midway
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Santa Ana and Midway flights
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Top airline flying from Santa Ana to Midway
Discover the top airline that operate flights from Santa Ana to Midway. 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 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$441 | FlexibilityNo cancel fee | On-time63% |