HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$409+ Cheap flights from Gainesville (GNV) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — MDW
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Gainesville to Midway with Cheapflights

1. Tell us where you want to go

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 27, 2026.

This Delta deal was found by Cheapflights users on 7/27. 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 9/116:57 pm
GNV
-
MDW
1 stop4h 47m
Delta
Wed 9/166:05 am
MDW
-
GNV
1 stop5h 34m
Delta
Deal found 7/27$409
This Delta deal was found by Cheapflights users on 7/23. 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 10/167:00 pm
GNV
-
MDW
1 stop4h 25m
Delta
Tue 10/205:15 pm
MDW
-
GNV
1 stop4h 30m
Delta
Deal found 7/23$428
This Delta deal was found by Cheapflights users on 7/23. 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.
Thu 8/207:01 pm
GNV
-
MDW
1 stop4h 35m
Delta
Thu 8/276:05 am
MDW
-
GNV
1 stop5h 18m
Delta
Deal found 7/23$457
This Delta deal was found by Cheapflights users on 7/26. 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.
Sat 8/2210:12 am
GNV
-
MDW
1 stop6h 26m
Delta
Thu 8/2710:54 am
MDW
-
GNV
1 stop6h 22m
Delta
Deal found 7/26$465
This Delta deal was found by Cheapflights users on 7/25. 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 11/215:00 pm
GNV
-
MDW
1 stop6h 56m
Delta
Thu 11/266:00 am
MDW
-
GNV
1 stop5h 54m
Delta
Deal found 7/25$467
This Delta deal was found by Cheapflights users on 7/24. 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 8/85:35 pm
GNV
-
MDW
1 stop6h 01m
Delta
Wed 8/1210:54 am
MDW
-
GNV
1 stop6h 22m
Delta
Deal found 7/24$483
This Delta deal was found by Cheapflights users on 7/23. 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.
Thu 9/246:57 pm
GNV
-
MDW
1 stop4h 47m
Delta
Sat 9/266:05 am
MDW
-
GNV
1 stop5h 34m
Delta
Deal found 7/23$494

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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$409
(Delta)

Popular in

November

Cheapest in

May

Average price

$398
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
Highest demand for flights based on searches. 18% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 27, 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

Fri 9/11

6:57 pm-10:44 pm

1 stop4h 47m

Chicago Midway

Wed 9/16

6:05 am-12:39 pm

1 stop5h 34m

$409
Quickest round-trip

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 10/16

7:03 pm-10:33 pm

1 stop4h 30m

Chicago Midway

Tue 10/20

5:15 pm-10:43 pm

1 stop4h 28m

$433

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 11/6

10:19 am-3:17 pm

1 stop5h 58m

Chicago Midway

Sun 11/8

6:04 am-11:19 am

1 stop4h 15m

$457

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 11/21

5:00 pm-10:56 pm

1 stop6h 56m

Chicago Midway

Thu 11/26

6:00 am-12:54 pm

1 stop5h 54m

$467

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Tue 10/20

6:03 am-10:03 am

1 stop5h 00m

Chicago Midway

Thu 10/22

12:45 pm-6:15 pm

1 stop4h 30m

$759

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Fri 9/4

7:01 pm-10:36 pm

1 stop4h 35m

Chicago Midway

Mon 9/7

6:05 am-12:23 pm

1 stop5h 18m

$788

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Sat 11/21

5:00 pm-10:56 pm

1 stop6h 56m

Chicago Midway

Sun 11/29

6:00 am-12:54 pm

1 stop5h 54m

$874

GainesvilleChicago

GNV - MDW

GNVMDW

Gainesville Regional

Wed 9/9

10:18 am-4:57 pm

2 stops7h 39m

Chicago Midway

Sat 9/12

6:05 am-12:39 pm

1 stop5h 34m

$929

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Sorted by cheapest first

Compare providers for flights from Gainesville 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 Gainesville to Midway in July.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 $409, Delta can have you in Chicago Midway Airport from Gainesville in 4h 47m. 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
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.