$175+ Cheap flights from Santa Ana, CA (SNA) to Midway (MDW)
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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MDW
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Find cheap flights from Santa Ana to Midway 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 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 July 9, 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 July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/9. 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 8/58:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Wed 8/1210:10 am
MDW
- SNA
2 stops6h 50m
Southwest
Deal found 7/9![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 7/7. 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 8/29:10 pm
SNA
- MDW
1 stop6h 35m
Southwest
Sat 8/158:00 am
MDW
- SNA
2 stops9h 45m
Southwest
Deal found 7/7![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 7/8. 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 9/127:10 am
SNA
- MDW
2 stops12h 50m
Southwest
Wed 9/1610:10 am
MDW
- SNA
2 stops6h 50m
Southwest
Deal found 7/8![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 7/8. 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 9/166:45 am
SNA
- MDW
1 stop6h 20m
Southwest
Wed 9/164:45 pm
MDW
- SNA
1 stop6h 05m
Southwest
Deal found 7/8![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 7/8. 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 8/36:00 pm
SNA
- MDW
1 stop5h 30m
Southwest
Tue 8/116:40 am
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 7/8![Southwest logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/66:03 pm
SNA
- MDW
2 stops21h 19m
Multiple Airlines
Sun 8/98:20 pm
MDW
- SNA
1 stop14h 28m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 7/9. 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 8/810:40 am
SNA
- MDW
2 stops8h 05m
Southwest
Mon 8/105:40 am
MDW
- SNA
1 stop7h 10m
Southwest
Deal found 7/9![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 7/8. 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 9/236:10 pm
SNA
- MDW
2 stops12h 57m
Delta
Sat 10/32:00 pm
MDW
- SNA
1 stop8h 23m
Delta
Deal found 7/8![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 7/6. 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 8/66:45 am
SNA
- MDW
2 stops8h 15m
Southwest
Mon 8/105:00 pm
MDW
- SNA
2 stops6h 55m
Southwest
Deal found 7/6![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 7/7. 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 8/69:10 am
SNA
- MDW
1 stop7h 50m
Southwest
Sat 8/84:05 pm
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 7/7![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 7/4. 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.
Wed 9/96:45 am
SNA
- MDW
2 stops8h 25m
Southwest
Mon 9/147:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Deal found 7/4![Southwest logo]()
$361
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 July 9, 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 July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/7. 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 8/69:10 am
SNA
- MDW
1 stop7h 50m
Southwest
Sun 8/95:40 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 7/7![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 7/4. 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.
Fri 12/412:20 pm
SNA
- MDW
1 stop7h 50m
Delta
Mon 12/712:30 pm
MDW
- SNA
2 stops11h 54m
Delta
Deal found 7/4![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 7/4. 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.
Wed 8/266:45 am
SNA
- MDW
1 stop6h 20m
Southwest
Sat 8/2910:15 am
MDW
- SNA
2 stops8h 35m
Southwest
Deal found 7/4![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 7/7. 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 9/1212:30 pm
SNA
- MDW
1 stop8h 15m
Delta
Tue 9/151:19 pm
MDW
- SNA
2 stops10h 45m
Delta
Deal found 7/7![Delta logo]()
$365
This Southwest deal was found by Cheapflights users on 7/5. 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 8/207:20 am
SNA
- MDW
2 stops8h 00m
Southwest
Mon 8/245:00 pm
MDW
- SNA
2 stops6h 55m
Southwest
Deal found 7/5![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 7/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:38 am
SNA
- MDW
1 stop9h 07m
Delta
Mon 10/51:19 pm
MDW
- SNA
2 stops11h 11m
Delta
Deal found 7/6![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 7/8. 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 7/293:45 pm
SNA
- MDW
1 stop6h 00m
Southwest
Fri 7/317:30 am
MDW
- SNA
1 stop6h 10m
Southwest
Deal found 7/8![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 7/8. 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 8/58:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Sat 8/84:05 pm
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 7/8![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 7/5. 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.
Fri 9/188:45 pm
SNA
- MDW
1 stop6h 55m
Southwest
Mon 9/215:00 pm
MDW
- SNA
2 stops6h 55m
Southwest
Deal found 7/5![Southwest logo]()
$412
This Southwest deal was found by Cheapflights users on 7/5. 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.
Fri 10/238:00 pm
SNA
- MDW
1 stop7h 00m
Southwest
Sun 10/253:05 pm
MDW
- SNA
1 stop6h 20m
Southwest
Deal found 7/5![Southwest logo]()
$441
This Southwest deal was found by Cheapflights users on 7/6. 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.
Wed 8/128:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Sun 8/165:35 pm
MDW
- SNA
2 stops6h 50m
Southwest
Deal found 7/6![Southwest logo]()
$457
Last-minute flights from Santa Ana to MidwayDiscover last-minute flight deals from Santa Ana to Midway. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Midway. Data last updated July 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/8. 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 7/216:55 pm
SNA
- MDW
1 stop8h 05m
Southwest
Tue 8/111:40 pm
MDW
- SNA
1 stop6h 25m
Southwest
Deal found 7/8![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 7/7. 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 8/29:10 pm
SNA
- MDW
1 stop6h 35m
Southwest
Sat 8/158:00 am
MDW
- SNA
2 stops9h 45m
Southwest
Deal found 7/7![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 7/8. 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 8/36:00 pm
SNA
- MDW
1 stop5h 30m
Southwest
Tue 8/116:40 am
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 7/8![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 7/9. 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 8/58:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Wed 8/1210:10 am
MDW
- SNA
2 stops6h 50m
Southwest
Deal found 7/9![Southwest logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/66:03 pm
SNA
- MDW
2 stops21h 19m
Multiple Airlines
Sun 8/98:20 pm
MDW
- SNA
1 stop14h 28m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 7/6. 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 8/69:10 am
SNA
- MDW
1 stop7h 50m
Southwest
Tue 8/1110:30 am
MDW
- SNA
2 stops8h 15m
Southwest
Deal found 7/6![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 7/6. 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 8/66:45 am
SNA
- MDW
2 stops8h 15m
Southwest
Mon 8/105:00 pm
MDW
- SNA
2 stops6h 55m
Southwest
Deal found 7/6![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 7/7. 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 8/69:10 am
SNA
- MDW
1 stop7h 50m
Southwest
Sat 8/84:05 pm
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 7/7![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 7/9. 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 8/810:40 am
SNA
- MDW
2 stops8h 05m
Southwest
Mon 8/105:40 am
MDW
- SNA
1 stop7h 10m
Southwest
Deal found 7/9![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 7/8. 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 8/107:20 am
SNA
- MDW
2 stops8h 00m
Southwest
Sat 8/158:00 am
MDW
- SNA
2 stops9h 45m
Southwest
Deal found 7/8![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 7/6. 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.
Wed 8/128:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Sun 8/165:40 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 7/6![Southwest logo]()
$365
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 July 9, 2026.
Search for one-way flight options from Santa Ana to Midway. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 7/315:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Deal found 7/8![Southwest logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:03 pm
SNA
- MDW
2 stops21h 19m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/54:13 pm
SNA
- MDW
2 stops15h 38m
Frontier
Deal found 7/8![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 7/284:13 pm
SNA
- MDW
2 stops49h 08m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$190
This Southwest deal was found by Cheapflights users on 7/7. 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 8/268:30 am
SNA
- MDW
2 stops6h 40m
Southwest
Deal found 7/7![Southwest logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 9/242:27 pm
SNA
- MDW
2 stops18h 31m
Frontier
Deal found 7/7![Frontier logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/911:15 am
SNA
- MDW
2 stops28h 07m
Frontier
Deal found 7/8![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/52:37 pm
SNA
- MDW
1 stop26h 53m
Allegiant Air
Deal found 7/8![Allegiant Air logo]()
$204
This Southwest deal was found by Cheapflights users on 7/6. 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.
Sun 8/29:10 pm
SNA
- MDW
1 stop6h 35m
Southwest
Deal found 7/6![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 7/8. 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 7/236:00 pm
SNA
- MDW
1 stop5h 30m
Southwest
Deal found 7/8![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 7/8. 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 8/76:45 am
SNA
- MDW
2 stops8h 15m
Southwest
Deal found 7/8![Southwest logo]()
$211
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 July 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $334 (Southwest) |
One-way from | $175 (Southwest) |
Popular in | June |
Cheapest in | March |
Average price | $537 |
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 2,558,603 searches. Data last updated July 9, 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 - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 8/6
9:10 am-7:00 pm
1 stop7h 50m
Chicago Midway
Sun 8/9
5:40 am-9:40 am
1 stop6h 00m
$349
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 12/4
12:20 pm-10:10 pm
1 stop7h 50m
Chicago Midway
Mon 12/7
12:30 pm-10:24 pm
2 stops11h 54m
$354
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 8/26
6:45 am-3:05 pm
1 stop6h 20m
Chicago Midway
Sat 8/29
10:15 am-4:50 pm
2 stops8h 35m
$354
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 8/20
7:20 am-5:20 pm
2 stops8h 00m
Chicago Midway
Mon 8/24
5:00 pm-9:55 pm
2 stops6h 55m
$359
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 9/12
12:30 pm-10:45 pm
1 stop8h 15m
Chicago Midway
Tue 9/15
1:19 pm-10:04 pm
2 stops10h 45m
$365
Quickest round-trip
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 7/29
3:45 pm-11:45 pm
1 stop6h 00m
Chicago Midway
Fri 7/31
7:30 am-11:40 am
1 stop6h 10m
$383
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 8/5
8:30 am-5:10 pm
2 stops6h 40m
Chicago Midway
Sat 8/8
4:05 pm-7:50 pm
1 stop5h 45m
$399
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 10/2
11:38 am-10:45 pm
1 stop9h 07m
Chicago Midway
Mon 10/5
1:19 pm-10:30 pm
2 stops11h 11m
$412
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 9/18
8:45 pm-5:40 am
1 stop6h 55m
Chicago Midway
Mon 9/21
5:00 pm-9:55 pm
2 stops6h 55m
$412
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 10/23
8:00 pm-5:00 am
1 stop7h 00m
Chicago Midway
Sun 10/25
3:05 pm-7:25 pm
1 stop6h 20m
$441
Showing 1-10 of 22 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 July.
| 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 $557). 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?
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 July 9, 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.
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
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
Hammond
Lansing
Merrillville
Valparaiso
Porter
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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 July 9, 2026.
Santa Ana and Midway flights
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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 July 9, 2026.
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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 2,558,603 searches. Data last updated July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$289 | Average$467 | FlexibilityNo cancel fee | On-time63% |