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Midway

$272+ Cheap flights from Gainesville (GNV) 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Gainesville to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Gainesville (GNV) 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 11, 2025.

Round-trip from

$403
(Delta)

One-way from

$272
(Delta)

Popular in

October

Cheapest in

August

Average price

$412
From Gainesville Regional to Chicago Midway
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One-way flight from Gainesville Regional to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 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 Gainesville to Midway

Cheapest flights from Gainesville to Midway
Explore the most affordable flight options available from Gainesville to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 11/267:04 pmGNV - MDW
1 stop5h 28mDelta
Mon 12/15:34 pmMDW - GNV
1 stop4h 37mDelta
Deal found 9/10$403
This Delta deal was found by Cheapflights users on 9/10. 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 11/76:35 pmGNV - MDW
1 stop4h 39mDelta
Mon 11/105:34 pmMDW - GNV
1 stop4h 37mDelta
Deal found 9/10$437
This Delta deal was found by Cheapflights users on 9/10. 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 11/36:35 pmGNV - MDW
1 stop4h 39mDelta
Tue 11/410:40 amMDW - GNV
1 stop5h 53mDelta
Deal found 9/10$558
This Delta deal was found by Cheapflights users on 9/11. 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 10/137:07 pmGNV - MDW
1 stop4h 07mDelta
Wed 10/156:00 amMDW - GNV
1 stop5h 47mDelta
Deal found 9/11$563
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:00 amGNV - MDW
1 stop4h 40mDelta
Wed 10/16:00 amMDW - GNV
1 stop5h 31mDelta
Deal found 9/9$583
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/810:11 amGNV - MDW
1 stop6h 58mDelta
Wed 10/156:00 amMDW - GNV
1 stop5h 47mDelta
Deal found 9/10$649
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:04 amGNV - MDW
1 stop4h 36mDelta
Wed 10/226:00 amMDW - GNV
1 stop5h 47mDelta
Deal found 9/9$664
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:00 amGNV - MDW
1 stop4h 47mDelta
Sat 9/2011:00 amMDW - GNV
1 stop5h 43mDelta
Deal found 9/9$682
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/197:07 pmGNV - MDW
1 stop4h 07mDelta
Wed 10/226:00 amMDW - GNV
1 stop5h 47mDelta
Deal found 9/9$688
This Delta deal was found by Cheapflights users on 9/10. 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 9/241:16 pmGNV - MDW
1 stop5h 19mDelta
Thu 9/256:00 amMDW - GNV
1 stop5h 31mDelta
Deal found 9/10$699
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 11/25:04 amGNV - MDW
1 stop4h 41mDelta
Mon 11/36:00 amMDW - GNV
1 stop5h 47mDelta
Deal found 9/10$713
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 9/214:01 pmGNV - MDW
1 stop6h 35mDelta
Thu 9/2512:43 pmMDW - GNV
1 stop4h 38mDelta
Deal found 9/10$715

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gainesville 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 11, 2025.
Use the filters below to find and compare flights from Gainesville to Chicago Midway Airport that are best for you.

Fly from

Gainesville

Fly to

Midway

Route

Depart

Return

Price

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 11/26

7:04 pm-11:32 pm

1 stop5h 28m

Chicago Midway

Mon 12/1

5:34 pm-11:11 pm

1 stop4h 37m

$403

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 11/7

6:35 pm-10:14 pm

1 stop4h 39m

Chicago Midway

Mon 11/10

6:00 am-12:52 pm

1 stop5h 52m

$437

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 3/6

4:59 pm-9:46 pm

1 stop5h 47m

Chicago Midway

Sun 3/8

10:35 am-6:21 pm

1 stop6h 46m

$538

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Mon 11/3

6:35 pm-10:14 pm

1 stop4h 39m

Chicago Midway

Tue 11/4

10:40 am-5:33 pm

1 stop5h 53m

$558

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Mon 10/13

7:07 pm-10:14 pm

1 stop4h 07m

Chicago Midway

Wed 10/15

6:00 am-12:47 pm

1 stop5h 47m

$563

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sun 9/28

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Wed 10/1

6:00 am-12:31 pm

1 stop5h 31m

$583

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 10/8

6:04 am-9:40 am

1 stop4h 36m

Chicago Midway

Wed 10/22

6:00 am-12:47 pm

1 stop5h 47m

$664

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sun 10/19

7:07 pm-10:14 pm

1 stop4h 07m

Chicago Midway

Wed 10/22

6:00 am-12:47 pm

1 stop5h 47m

$688

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sun 11/2

5:04 am-8:45 am

1 stop4h 41m

Chicago Midway

Tue 11/4

10:40 am-5:33 pm

1 stop5h 53m

$688

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 9/24

1:16 pm-5:35 pm

1 stop5h 19m

Chicago Midway

Thu 9/25

6:00 am-12:31 pm

1 stop5h 31m

$699

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 13 results
1
2

Best time to book a flight from Gainesville to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Gainesville 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 Gainesville to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Gainesville to Chicago Midway Airport (average of $160). Flying from Gainesville 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.

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 11, 2025.
Read reviews from past customers who have flown Delta from Gainesville to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

  • What airport do you fly from for flights from Gainesville to Chicago Midway?

    Most people fly from Gainesville Regional (GNV) if they book a flight from Gainesville to Chicago Midway. On average, Gainesville Regional has 0 outbound flights to Chicago Midway per day from 1 airline. Gainesville Regional is conveniently located just 4.2 mi from Gainesville’s city center.

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

    For as low as $403, Delta can have you in Chicago Midway Airport from Gainesville in 5h 28m. The distance from Gainesville to Chicago Midway Airport is about 889 mi.

  • What is the cheapest airline to fly from Gainesville to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Gainesville to Chicago Midway Airport round-trip from $356.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Gainesville 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 Gainesville to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Gainesville to Chicago Midway Airport (average of $160). Flying from Gainesville 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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Top airline flying from Gainesville to Midway

Discover the top airline that operate flights from Gainesville 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$356Average$436FlexibilityNo cancel feeOn-timeN/A

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