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Midway

$102+ Cheap flights from Fremont, CA 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — MDW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Fremont to Chicago Midway are usually found in January or November, booked 40 days in advance, depart on a Thursday or Wednesday and return on a Thursday

Cheap flight deals from Fremont to Midway

Keep the following information in mind while searching for Fremont to Midway flight deals. Data was last updated September 16, 2025.

Round-trip from

$207
(CheapOair)

One-way from

$102
(Trip.com)

Popular in

July

Cheapest in

January

Average price

$376
From Fremont to Chicago Midway
Search Deals
One-way flight from Fremont to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Fremont to Midway

Cheapest flights from Fremont to Midway
Explore the most affordable flight options available from Fremont to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:21 amSFO - MDW
1 stop12h 15mFrontier
Sun 12/72:45 pmMDW - SFO
1 stop11h 40mFrontier
Deal found 9/16$206
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:33 pmSFO - MDW
2 stops14h 57mFrontier
Mon 11/1712:30 pmMDW - SFO
1 stop13h 44mFrontier
Deal found 9/14$207
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2911:00 pmSFO - MDW
1 stop14h 58mFrontier
Fri 10/35:15 pmMDW - SFO
1 stop30h 06mFrontier
Deal found 9/16$208
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2811:57 pmSFO - MDW
1 stop11h 14mFrontier
Mon 10/206:24 pmMDW - SFO
1 stop7h 50mFrontier
Deal found 9/15$210
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/233:25 pmSFO - MDW
1 stop7h 11mFrontier
Mon 10/275:10 amMDW - SFO
1 stop12h 50mFrontier
Deal found 9/14$211
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:57 pmSFO - MDW
1 stop18h 55mFrontier
Mon 10/206:24 pmMDW - SFO
1 stop7h 50mFrontier
Deal found 9/16$212
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/311:57 pmSFO - MDW
1 stop8h 31mFrontier
Fri 10/105:10 amMDW - SFO
1 stop12h 50mFrontier
Deal found 9/14$213
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:43 pmSFO - MDW
2 stops22h 37mFrontier
Mon 10/205:10 amMDW - SFO
1 stop12h 50mFrontier
Deal found 9/14$214
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:34 amSFO - MDW
1 stop15h 50mFrontier
Sun 10/266:24 pmMDW - SFO
1 stop21h 58mFrontier
Deal found 9/15$215
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1310:23 pmSFO - MDW
1 stop13h 15mFrontier
Sat 10/186:15 amMDW - SFO
1 stop17h 08mFrontier
Deal found 9/13$216
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.
Fri 11/148:55 pmSFO - MDW
1 stop15h 02mFrontier
Sun 11/161:37 pmMDW - SFO
1 stop9h 34mFrontier
Deal found 9/14$217
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:34 amSFO - MDW
1 stop16h 02mFrontier
Mon 10/206:24 pmMDW - SFO
1 stop7h 50mFrontier
Deal found 9/15$218

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fremont 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 September 16, 2025.
Use the filters below to find and compare flights from Fremont to Chicago Midway Airport that are best for you.

Fly from

Fremont

Fly to

Midway

Route

Depart

Return

Price

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 10/13

6:00 am-12:05 pm

Nonstop4h 05m

Chicago Midway

Tue 10/21

2:45 pm-5:15 pm

Nonstop4h 30m

$287

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 10/24

12:35 am-10:30 am

1 stop7h 55m

Chicago Midway

Tue 10/28

1:08 pm-5:51 pm

1 stop6h 43m

$297

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Sat 11/1

10:57 pm-9:40 am

1 stop8h 43m

Chicago Midway

Wed 11/5

10:40 am-5:22 pm

1 stop8h 42m

$297

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Tue 10/14

10:57 pm-8:40 am

1 stop7h 43m

Chicago Midway

Tue 10/21

6:00 am-11:45 am

1 stop7h 45m

$297

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 10/24

10:57 pm-8:40 am

1 stop7h 43m

Chicago Midway

Tue 10/28

6:00 am-1:35 pm

1 stop9h 35m

$297

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 10/15

1:05 pm-11:35 pm

1 stop8h 30m

Chicago Midway

Tue 10/21

2:20 pm-9:20 pm

2 stops9h 00m

$302

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 12/3

10:35 am-8:55 pm

1 stop8h 20m

Chicago Midway

Sat 12/6

8:15 am-11:00 am

Nonstop4h 45m

$302

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 10/22

6:10 pm-5:15 am

1 stop9h 05m

Chicago Midway

Wed 10/29

5:30 pm-11:05 pm

2 stops7h 35m

$302

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 10/15

3:50 pm-12:05 am

1 stop6h 15m

Chicago Midway

Wed 10/22

5:30 pm-11:05 pm

2 stops7h 35m

$302

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Tue 11/4

6:10 am-12:15 pm

Nonstop4h 05m

Chicago Midway

Fri 11/7

6:05 pm-10:55 pm

1 stop6h 50m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 results
1
2

Best time to book a flight from Fremont to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Fremont with our price prediction graph.
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 Fremont to Chicago Midway Airport

How far ahead should I book a flight from Fremont to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Fremont to Midway. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Fremont to Chicago Midway Airport, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Fremont to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Fremont to Chicago Midway Airport (average of $160). Flying from Fremont to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

What is the cheapest time of day to fly from FR8 to MDW?

Find hourly flight availability from Fremont to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from Fremont to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Fremont to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Fremont to Midway. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Fremont to Chicago Midway Airport flight should consider departing on Friday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Fremont to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Fremont to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Fremont to Chicago Midway Airport?

    A quick flight from Fremont to Chicago Midway Airport can take about 4h 05m. Southwest provides one of the quickest options available for as low as $287. The distance from Fremont to Chicago Midway Airport is about 1849 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest flights from Fremont to Chicago Midway Airport?

    The cheapest flight price from Fremont to Chicago Midway Airport is $98. On average you can expect to pay $344. The most popular route, (San Francisco - Chicago Midway), can usually be booked for $191.

  • Can I find deals for flights from Fremont to Midway that include hotel bookings?

    Yes. In addition to deals on Fremont to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fremont to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fremont to Midway.

  • Can I find deals for business class flights from Fremont to Midway?

    Yes. Cheapflights offers flight deals from Fremont to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Fremont to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Fremont to Chicago Midway Airport (average of $160). Flying from Fremont to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Fremont to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Fremont to Midway

Discover the top 6 airlines that operate flights from Fremont 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$128Average$245FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$133Average$307FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$197Average$332FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$197Average$280FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$216Average$444FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$357FlexibilityNo cancel feeOn-timeN/A

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