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Midway

$309+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — MDW
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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 October 27, 2025.

This Delta deal was found by Cheapflights users on 10/25. 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 12/66:00 amGNV - MDW
1 stop4h 54mDelta
Sat 12/134:29 pmMDW - GNV
1 stop5h 13mDelta
Deal found 10/25$329
This Delta deal was found by Cheapflights users on 10/27. 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 12/66:00 amGNV - MDW
1 stop4h 54mDelta
Mon 1/125:31 pmMDW - GNV
1 stop4h 11mDelta
Deal found 10/27$368
This Delta deal was found by Cheapflights users on 10/25. 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 10/316:04 amGNV - MDW
1 stop4h 41mDelta
Tue 11/410:40 amMDW - GNV
1 stop5h 53mDelta
Deal found 10/25$382
This Delta deal was found by Cheapflights users on 10/27. 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 12/127:04 pmGNV - MDW
1 stop5h 43mDelta
Mon 1/125:31 pmMDW - GNV
1 stop4h 11mDelta
Deal found 10/27$407
This Delta deal was found by Cheapflights users on 10/27. 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.
Tue 11/116:00 amGNV - MDW
1 stop4h 52mDelta
Sat 11/154:28 pmMDW - GNV
1 stop5h 43mDelta
Deal found 10/27$415
This Delta deal was found by Cheapflights users on 10/25. 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 11/76:04 amGNV - MDW
1 stop4h 41mDelta
Tue 11/116:00 amMDW - GNV
1 stop5h 52mDelta
Deal found 10/25$477
This Delta deal was found by Cheapflights users on 10/26. 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 11/76:04 amGNV - MDW
1 stop4h 41mDelta
Sun 11/96:00 amMDW - GNV
1 stop5h 52mDelta
Deal found 10/26$503
This Delta deal was found by Cheapflights users on 10/27. 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 12/66:00 amGNV - MDW
1 stop4h 54mDelta
Sat 1/105:31 pmMDW - GNV
1 stop4h 11mDelta
Deal found 10/27$709
This Delta deal was found by Cheapflights users on 10/26. 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 11/107:04 pmGNV - MDW
1 stop5h 36mDelta
Fri 11/1412:47 pmMDW - GNV
1 stop4h 32mDelta
Deal found 10/26$717
This Delta deal was found by Cheapflights users on 10/25. 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.
Tue 12/167:04 pmGNV - MDW
1 stop5h 43mDelta
Sat 1/36:00 amMDW - GNV
1 stop6h 37mDelta
Deal found 10/25$769
This Delta deal was found by Cheapflights users on 10/25. 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.
Tue 12/167:04 pmGNV - MDW
1 stop5h 43mDelta
Mon 1/55:31 pmMDW - GNV
1 stop14h 55mDelta
Deal found 10/25$807
This Delta deal was found by Cheapflights users on 10/25. 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 12/157:04 pmGNV - MDW
1 stop5h 43mDelta
Sat 1/36:00 amMDW - GNV
1 stop6h 37mDelta
Deal found 10/25$808

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$329
(Delta)

One-way from

$309
(Delta)

Popular in

October

Cheapest in

August

Average price

$944
Provider with most accurate pricing for Gainesville Regional-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gainesville Regional-Chicago Midway flights.
Search Deals
From Gainesville Regional to Chicago Midway
Search Deals
One-way flight from Gainesville Regional to Chicago Midway
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 27, 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

Sat 12/6

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Sat 12/13

4:29 pm-10:42 pm

1 stop5h 13m

$329

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 12/27

6:55 pm-10:22 pm

1 stop4h 27m

Chicago Midway

Sun 1/4

5:10 pm-11:59 pm

1 stop5h 49m

$368

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 12/6

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Mon 1/12

5:31 pm-10:42 pm

1 stop4h 11m

$368

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Mon 3/23

4:59 pm-9:46 pm

1 stop5h 47m

Chicago Midway

Tue 3/31

10:35 am-6:21 pm

1 stop6h 46m

$368

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Thu 1/22

4:59 pm-10:26 pm

1 stop6h 27m

Chicago Midway

Sat 1/24

10:46 am-4:40 pm

1 stop4h 54m

$368

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 12/12

7:04 pm-11:47 pm

1 stop5h 43m

Chicago Midway

Mon 1/12

5:31 pm-10:42 pm

1 stop4h 11m

$407

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 12/12

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Mon 12/15

12:50 pm-6:19 pm

1 stop4h 29m

$407

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 12/26

12:00 pm-4:24 pm

1 stop5h 24m

Chicago Midway

Sun 1/4

5:10 pm-11:59 pm

1 stop5h 49m

$407

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 11/11

6:00 am-9:52 am

1 stop4h 52m

Chicago Midway

Sat 11/15

4:28 pm-11:11 pm

1 stop5h 43m

$415

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 12/12

10:10 am-4:18 pm

1 stop7h 08m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Gainesville-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 Gainesville-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gainesville-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Gainesville-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 Gainesville-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 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, February is the cheapest month in which you can book a flight from Gainesville to Chicago Midway Airport (average of $55). Flying from Gainesville to Chicago Midway Airport in March is currently the most expensive (average of $165). 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 October 27, 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
7.9
Good
7,996 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

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
7.9
Good
7,996 reviews
Delta
7.9
Good
7,996 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Overall

7.9

Entertainment

7.9

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 $329, Delta can have you in Chicago Midway Airport from Gainesville in 4h 54m. 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, February is the cheapest month in which you can book a flight from Gainesville to Chicago Midway Airport (average of $55). Flying from Gainesville to Chicago Midway Airport in March is currently the most expensive (average of $165). 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
Porter
Benton Harbor

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Alternative routes for Gainesville to Midway

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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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$356Average$436FlexibilityNo cancel feeOn-timeN/A

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