$147+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MDW
Oct 20 — Oct 271
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 20, 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 20, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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 10/72:25 pm -
1 stop5h 50m
Sat 10/1012:50 pm -
1 stop7h 50m
Deal found 9/15![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 9/17. 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 10/176:10 pm -
1 stop9h 40m
Fri 10/233:45 pm -
2 stops7h 50m
Deal found 9/17![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/17. 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 10/168:00 pm -
1 stop7h 00m
Mon 10/195:10 am -
1 stop6h 00m
Deal found 9/17![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 9/17. 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 10/216:45 am -
2 stops7h 20m
Sat 10/246:15 am -
2 stops8h 00m
Deal found 9/17![Southwest logo]()
$339
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Thu 10/156:54 pm -
1 stop15h 23m
Wed 10/213:30 pm -
2 stops29h 44m
Deal found 9/16![Frontier logo]()
$342
This Southwest deal was found by Cheapflights users on 9/17. 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 10/228:40 pm -
1 stop7h 00m
Sun 10/255:15 am -
1 stop7h 00m
Deal found 9/17![Southwest logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/147:30 am -
2 stops26h 47m
Wed 10/213:30 pm -
1 stop28h 39m
Deal found 9/16![Multiple Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 9/18. 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 10/214:25 pm -
1 stop5h 30m
Fri 10/236:05 am -
1 stop7h 30m
Deal found 9/18![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 9/18. 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 10/93:20 pm -
2 stops7h 40m
Sat 10/2412:50 pm -
1 stop7h 50m
Deal found 9/18![Southwest logo]()
$358
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 20, 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 20, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 10/317:25 am -
1 stop6h 00m
Sat 11/71:25 pm -
2 stops7h 35m
Deal found 9/16![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 9/18. 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 11/134:35 pm -
1 stop5h 15m
Sun 11/156:05 pm -
1 stop6h 15m
Deal found 9/18![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 9/19. 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 10/238:40 pm -
1 stop7h 10m
Sun 10/255:15 am -
1 stop7h 00m
Deal found 9/19![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 9/17. 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 10/74:25 pm -
1 stop5h 30m
Sun 10/115:15 am -
1 stop7h 00m
Deal found 9/17![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 9/15. 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 1/286:45 am -
2 stops7h 45m
Sun 1/313:45 pm -
2 stops8h 10m
Deal found 9/15![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 9/16. 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 10/147:15 am -
1 stop6h 30m
Wed 10/216:05 am -
1 stop6h 20m
Deal found 9/16![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 9/15. 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 10/37:10 am -
2 stops8h 55m
Wed 10/76:05 am -
1 stop6h 10m
Deal found 9/15![Southwest logo]()
$439
This Southwest deal was found by Cheapflights users on 9/19. 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 10/168:00 pm -
1 stop7h 00m
Mon 10/193:45 pm -
2 stops7h 50m
Deal found 9/19![Southwest logo]()
$488
This Southwest deal was found by Cheapflights users on 9/17. 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 10/12:55 pm -
1 stop7h 15m
Sat 10/310:25 am -
1 stop7h 55m
Deal found 9/17![Southwest logo]()
$513
This Southwest deal was found by Cheapflights users on 9/19. 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 11/197:00 am -
2 stops8h 05m
Mon 11/305:15 pm -
1 stop7h 00m
Deal found 9/19![Southwest logo]()
$544
Last-minute flights from Santa Ana to MidwayDiscover last-minute flight deals from Santa Ana to Midway. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Midway. Data last updated September 20, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. 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 10/67:45 pm -
1 stop7h 15m
Sat 10/1010:25 am -
1 stop7h 55m
Deal found 9/15![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 9/17. 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 10/74:25 pm -
1 stop5h 30m
Sat 10/1010:25 am -
1 stop7h 55m
Deal found 9/17![Southwest logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/147:30 am -
2 stops26h 47m
Wed 10/213:30 pm -
1 stop28h 39m
Deal found 9/14![Multiple Airlines logo]()
$331
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Thu 10/156:54 pm -
1 stop15h 23m
Wed 10/213:30 pm -
2 stops29h 44m
Deal found 9/16![Frontier logo]()
$342
This Southwest deal was found by Cheapflights users on 9/17. 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 10/168:00 pm -
1 stop7h 00m
Mon 10/195:10 am -
1 stop6h 00m
Deal found 9/17![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 9/17. 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 10/176:10 pm -
1 stop9h 40m
Fri 10/233:45 pm -
2 stops7h 50m
Deal found 9/17![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/17. 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 10/216:45 am -
2 stops7h 20m
Sat 10/246:15 am -
2 stops8h 00m
Deal found 9/17![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 9/18. 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 10/214:25 pm -
1 stop5h 30m
Fri 10/236:05 am -
1 stop7h 30m
Deal found 9/18![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 9/17. 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 10/228:40 pm -
1 stop7h 00m
Sun 10/255:15 am -
1 stop7h 00m
Deal found 9/17![Southwest logo]()
$347
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 20, 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 20, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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 10/264:35 pm -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/67:30 am -
2 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 9/17. 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 10/61:35 pm -
1 stop8h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/15. 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$154
This Southwest deal was found by Cheapflights users on 9/18. 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 10/147:40 pm -
1 stop8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/126:54 pm -
1 stop17h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$157
This Southwest deal was found by Cheapflights users on 9/18. 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 10/176:10 pm -
1 stop9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 9/17. 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 10/168:40 pm -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/166:54 pm -
1 stop17h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 9/16. 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 10/302:55 pm -
2 stops7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$170
This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 11/196:51 pm -
1 stop10h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/58:33 pm -
2 stops36h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$189
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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (Southwest) |
One-way from | $147 (Southwest) |
Popular in | October |
Cheapest in | March |
Average price | $506 |
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 20, 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
Quickest round-trip
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Mon 10/26
4:35 pm-12:15 am
1 stop5h 40m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$147
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 10/6
1:35 pm-11:55 pm
1 stop8h 20m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$151
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 10/30
2:55 pm-12:50 am
2 stops7h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$170
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 11/27
7:35 pm-5:00 am
1 stop7h 25m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$192
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 3/17
9:30 am-5:45 pm
1 stop6h 15m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$211
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 11/26
6:45 am-4:50 pm
2 stops8h 05m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$239
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 10/24
7:25 am-8:40 pm
2 stops11h 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
Mon 11/30
1:08 pm-12:59 pm
2 stops45h 51m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$273
Santa AnaChicago
SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 11/14
8:00 am-4:39 pm
1 stop6h 39m
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 11/13
2:00 pm-10:54 pm
1 stop6h 54m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$276
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 October is currently the most expensive (average of $598). 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 $345 and $582 in October.The cheapest round-trip price found within the last 5 days was $329 on Southwest (Oct 7-Oct 10).
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 20, 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.
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Other flights from Santa Ana
Popular flights
Alternative routes for Santa Ana to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Santa Ana to Midway by cabin class
Find flights from Santa Ana to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 20, 2026.
Santa Ana and Midway flights
Browse other Santa Ana and Midway flight options. Last updated on September 20, 2026.
Other flights from Santa Ana
Browse through other flights departing from Santa Ana. Flights are based on user searches made on Cheapflights and were last updated on September 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$461 | FlexibilityNo cancel fee | On-time63% |