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$200+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — MDW
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
1 adult, Economy
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Cheap 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 June 10, 2026.

This Delta deal was found by Cheapflights users on 6/8. 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 7/87:01 pm
GNV
-
MDW
1 stop4h 14m
Delta
Sat 7/116:00 am
MDW
-
GNV
1 stop5h 23m
Delta
Deal found 6/8$399
This Delta deal was found by Cheapflights users on 6/6. 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.
Tue 7/1410:17 am
GNV
-
MDW
1 stop6h 58m
Delta
Sat 7/186:00 am
MDW
-
GNV
1 stop5h 23m
Delta
Deal found 6/6$409
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 10/166:00 am
GNV
-
MDW
1 stop4h 52m
Delta
Tue 10/206:00 am
MDW
-
GNV
1 stop5h 22m
Delta
Deal found 6/8$410
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 7/76:33 am
GNV
-
MDW
1 stop4h 32m
Delta
Sat 7/116:00 am
MDW
-
GNV
1 stop5h 23m
Delta
Deal found 6/8$431
This Delta deal was found by Cheapflights users on 6/8. 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 8/56:00 am
GNV
-
MDW
1 stop6h 51m
Delta
Sat 8/86:05 am
MDW
-
GNV
1 stop5h 18m
Delta
Deal found 6/8$433
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:00 pm
GNV
-
MDW
1 stop6h 25m
Delta
Sun 9/2010:48 am
MDW
-
GNV
1 stop6h 26m
Delta
Deal found 6/5$443
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 9/186:59 pm
GNV
-
MDW
1 stop4h 26m
Delta
Sun 9/206:05 am
MDW
-
GNV
1 stop5h 34m
Delta
Deal found 6/7$444
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:22 pm
GNV
-
MDW
1 stop5h 55m
Delta
Wed 7/86:00 am
MDW
-
GNV
1 stop5h 23m
Delta
Deal found 6/5$539

Find 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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$399
(Delta)

One-way from

$200
(Delta)

Popular in

November

Cheapest in

May

Average price

$518
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. 11% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 10, 2026.
Use the filters below to find and compare flights from Gainesville to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 7/8

7:01 pm-10:15 pm

1 stop4h 14m

Chicago Midway

Wed 7/15

6:00 am-12:23 pm

1 stop5h 23m

$399

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 7/14

10:17 am-4:15 pm

1 stop6h 58m

Chicago Midway

Sat 7/18

6:00 am-12:23 pm

1 stop5h 23m

$409

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 10/16

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Tue 10/20

5:25 pm-10:27 pm

1 stop4h 02m

$420

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 8/4

6:00 am-9:59 am

1 stop4h 59m

Chicago Midway

Mon 8/10

6:05 am-12:23 pm

1 stop5h 18m

$420
Quickest round-trip

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 7/7

7:01 pm-10:15 pm

1 stop4h 14m

Chicago Midway

Tue 7/14

5:10 pm-10:37 pm

1 stop4h 27m

$431

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 6/30

10:17 am-3:40 pm

1 stop6h 23m

Chicago Midway

Tue 7/7

6:00 am-12:23 pm

1 stop5h 23m

$431

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 9/19

5:00 pm-10:25 pm

1 stop6h 25m

Chicago Midway

Sun 9/20

10:48 am-6:14 pm

1 stop6h 26m

$443

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 9/18

6:59 pm-10:25 pm

1 stop4h 26m

Chicago Midway

Sun 9/20

6:05 am-12:39 pm

1 stop5h 34m

$444

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 7/1

5:22 pm-10:17 pm

1 stop5h 55m

Chicago Midway

Wed 7/8

6:00 am-12:23 pm

1 stop5h 23m

$539
Cheapest one-way
Quickest one-way

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 7/4

7:00 am-10:09 am

1 stop4h 09m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 14 resultsSorted by cheapest first
1
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  • 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.

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 0 airlines. 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 $399, Delta can have you in Chicago Midway Airport from Gainesville in 4h 14m. The distance from Gainesville to Chicago Midway Airport is about 889 mi.

  • 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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