$165+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MDW
May 9 — May 161
Round-trip
1 adult, Economy
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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 April 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 April 9, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sat 5/26:10 pm
SNA
- MDW
1 stop9h 30m
Southwest
Wed 5/69:10 am
MDW
- SNA
1 stop6h 50m
Southwest
Deal found 4/7![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 5/58:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Fri 5/810:05 am
MDW
- SNA
1 stop7h 05m
Southwest
Deal found 4/6![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 4/9. 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 5/26:45 am
SNA
- MDW
2 stops9h 05m
Southwest
Tue 5/51:05 pm
MDW
- SNA
2 stops8h 00m
Southwest
Deal found 4/9![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/6. 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.
Mon 5/411:54 am
SNA
- MDW
1 stop8h 34m
Delta
Mon 5/111:59 pm
MDW
- SNA
1 stop9h 18m
Delta
Deal found 4/6![Delta logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Wed 6/102:30 pm
SNA
- MDW
1 stop26h 43m
Multiple Airlines
Wed 6/1712:04 pm
MDW
- SNA
2 stops27h 01m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 5/206:45 am
SNA
- MDW
1 stop7h 27m
Delta
Fri 5/296:23 am
MDW
- SNA
1 stop8h 17m
Delta
Deal found 4/6![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 4/7. 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 5/78:55 pm
SNA
- MDW
1 stop6h 30m
Southwest
Sat 5/910:30 am
MDW
- SNA
2 stops8h 35m
Southwest
Deal found 4/7![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 4/8. 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 5/17:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Mon 5/46:25 pm
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 4/8![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 4/8. 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 5/67:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Wed 5/1310:10 am
MDW
- SNA
2 stops8h 50m
Southwest
Deal found 4/8![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 4/8. 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 5/72:20 pm
SNA
- MDW
2 stops7h 35m
Southwest
Mon 5/114:05 pm
MDW
- SNA
2 stops7h 50m
Southwest
Deal found 4/8![Southwest logo]()
$347
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 April 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 April 9, 2026.
This Southwest deal was found by Cheapflights users on 4/4. 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.
Sat 5/27:15 am
SNA
- MDW
1 stop5h 30m
Southwest
Wed 5/610:00 am
MDW
- SNA
1 stop6h 50m
Southwest
Deal found 4/4![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 4/6. 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.
Sat 5/21:11 pm
SNA
- MDW
1 stop7h 17m
Delta
Mon 5/111:59 pm
MDW
- SNA
1 stop9h 18m
Delta
Deal found 4/6![Delta logo]()
$408
This Southwest deal was found by Cheapflights users on 4/9. 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.
Thu 5/78:55 pm
SNA
- MDW
1 stop6h 30m
Southwest
Tue 5/125:30 pm
MDW
- SNA
1 stop6h 20m
Southwest
Deal found 4/9![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/4. 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 5/18:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Tue 5/510:20 am
MDW
- SNA
1 stop7h 20m
Southwest
Deal found 4/4![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 4/8. 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 5/78:55 pm
SNA
- MDW
1 stop6h 30m
Southwest
Mon 5/114:05 pm
MDW
- SNA
2 stops7h 50m
Southwest
Deal found 4/8![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 4/6. 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 6/265:00 pm
SNA
- MDW
1 stop6h 25m
Southwest
Mon 6/295:15 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 4/6![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 4/8. 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 8/17:10 pm
SNA
- MDW
1 stop7h 50m
Southwest
Thu 8/65:40 am
MDW
- SNA
1 stop5h 40m
Southwest
Deal found 4/8![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 4/6. 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 5/88:10 pm
SNA
- MDW
1 stop7h 50m
Southwest
Sun 5/106:55 am
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 4/6![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 4/4. 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 7/96:00 pm
SNA
- MDW
1 stop5h 25m
Southwest
Tue 7/147:45 am
MDW
- SNA
2 stops9h 10m
Southwest
Deal found 4/4![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 4/4. 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.
Tue 5/2611:10 am
SNA
- MDW
1 stop8h 20m
Southwest
Wed 6/310:05 am
MDW
- SNA
2 stops8h 15m
Southwest
Deal found 4/4![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 4/5. 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.
Wed 4/299:45 am
SNA
- MDW
1 stop8h 35m
Southwest
Thu 4/305:25 am
MDW
- SNA
1 stop6h 10m
Southwest
Deal found 4/5![Southwest logo]()
$413
Last-minute flights from Santa Ana to MidwayDiscover last-minute flight deals from Santa Ana to Midway. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Midway. Data last updated April 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Mon 4/207:54 pm
SNA
- MDW
2 stops24h 20m
Frontier
Fri 4/241:30 pm
MDW
- SNA
1 stop26h 14m
Frontier
Deal found 4/7![Frontier logo]()
$349
This Southwest deal was found by Cheapflights users on 4/8. 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 5/17:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Mon 5/46:25 pm
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 4/8![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sat 5/26:10 pm
SNA
- MDW
1 stop9h 30m
Southwest
Wed 5/69:10 am
MDW
- SNA
1 stop6h 50m
Southwest
Deal found 4/7![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/9. 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 5/26:45 am
SNA
- MDW
2 stops9h 05m
Southwest
Tue 5/51:05 pm
MDW
- SNA
2 stops8h 00m
Southwest
Deal found 4/9![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/6. 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.
Mon 5/411:54 am
SNA
- MDW
1 stop8h 34m
Delta
Mon 5/111:59 pm
MDW
- SNA
1 stop9h 18m
Delta
Deal found 4/6![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 5/58:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Fri 5/810:05 am
MDW
- SNA
1 stop7h 05m
Southwest
Deal found 4/6![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 4/8. 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 5/67:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Wed 5/1310:10 am
MDW
- SNA
2 stops8h 50m
Southwest
Deal found 4/8![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 4/7. 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 5/78:55 pm
SNA
- MDW
1 stop6h 30m
Southwest
Sat 5/910:30 am
MDW
- SNA
2 stops8h 35m
Southwest
Deal found 4/7![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 4/8. 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 5/72:20 pm
SNA
- MDW
2 stops7h 35m
Southwest
Mon 5/114:05 pm
MDW
- SNA
2 stops7h 50m
Southwest
Deal found 4/8![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 5/206:45 am
SNA
- MDW
1 stop7h 27m
Delta
Fri 5/296:23 am
MDW
- SNA
1 stop8h 17m
Delta
Deal found 4/6![Delta logo]()
$339
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 April 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 April 9, 2026.
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 9/212:20 pm
SNA
- MDW
1 stop7h 26m
Delta
Deal found 4/7![Delta logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Mon 4/202:41 pm
SNA
- MDW
2 stops29h 33m
Frontier
Deal found 4/6![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Fri 6/121:50 pm
SNA
- MDW
2 stops19h 14m
Frontier
Deal found 4/6![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 4/7. 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 6/46:00 pm
SNA
- MDW
1 stop5h 25m
Southwest
Deal found 4/7![Southwest logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Tue 5/127:30 am
SNA
- MDW
3 stops36h 32m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Wed 4/156:45 am
SNA
- MDW
2 stops34h 46m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$172
This Southwest deal was found by Cheapflights users on 4/6. 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 6/126:00 pm
SNA
- MDW
1 stop5h 25m
Southwest
Deal found 4/6![Southwest logo]()
$175
This Trip.com deal was found by Cheapflights users on 4/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:45 am
SNA
- MDW
2 stops13h 29m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Mon 4/272:41 pm
SNA
- MDW
2 stops29h 33m
Frontier
Deal found 4/8![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Thu 4/237:30 am
SNA
- MDW
2 stops12h 52m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:35 pm
SNA
- MDW
2 stops35h 29m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Mon 4/203:23 pm
SNA
- MDW
3 stops26h 08m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$181
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 April 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $323 (Southwest) |
One-way from | $165 (Delta) |
Popular in | January |
Cheapest in | March |
Average price | $467 |
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 April 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
Quickest round-trip
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 5/2
7:15 am-2:45 pm
1 stop5h 30m
Chicago Midway
Wed 5/6
10:00 am-2:50 pm
1 stop6h 50m
$323
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 5/7
8:55 pm-5:25 am
1 stop6h 30m
Chicago Midway
Tue 5/12
5:30 pm-9:50 pm
1 stop6h 20m
$323
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 5/1
8:15 pm-5:45 am
1 stop7h 30m
Chicago Midway
Tue 5/5
10:20 am-3:40 pm
1 stop7h 20m
$329
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 5/7
8:55 pm-5:25 am
1 stop6h 30m
Chicago Midway
Mon 5/11
4:05 pm-9:55 pm
2 stops7h 50m
$342
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 6/26
5:00 pm-1:25 am
1 stop6h 25m
Chicago Midway
Mon 6/29
5:15 am-9:15 am
1 stop6h 00m
$369
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 8/1
7:10 pm-5:00 am
1 stop7h 50m
Chicago Midway
Thu 8/6
5:40 am-9:20 am
1 stop5h 40m
$369
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 5/8
8:10 pm-6:00 am
1 stop7h 50m
Chicago Midway
Sun 5/10
6:55 am-11:35 am
1 stop6h 40m
$383
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Thu 7/9
6:00 pm-1:25 am
1 stop5h 25m
Chicago Midway
Tue 7/14
7:45 am-2:55 pm
2 stops9h 10m
$388
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 5/26
11:10 am-9:30 pm
1 stop8h 20m
Chicago Midway
Wed 6/3
10:05 am-4:20 pm
2 stops8h 15m
$392
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 5/2
1:11 pm-10:28 pm
1 stop7h 17m
Chicago Midway
Mon 5/11
1:59 pm-9:17 pm
1 stop9h 18m
$408
Showing 1-10 of 20 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 April.
| 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, September is the cheapest month in which you can book a flight from Santa Ana, California to Chicago Midway Airport (average of $150). Flying from Santa Ana, California to Chicago Midway Airport in March is currently the most expensive (average of $254). 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 April 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.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Midway
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Santa Ana and Midway flights
Browse other Santa Ana and Midway flight options. Last updated on April 9, 2026.
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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 2,558,603 searches. Data last updated April 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$288 | Average$446 | FlexibilityNo cancel fee | On-time63% |