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Cheap flights from Chicago Midway Airport to Gainesville from $285

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Gainesville departing on 5/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago Midway Airport to Gainesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
10:13 am - 4:12 pm
GNV
-
MDW
6h 59m
1 stop
$285Delta
Wed, May 6 - Sat, May 9
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
4:59 pm - 10:28 pm
GNV
-
MDW
6h 29m
1 stop
$412Delta
Wed, Apr 29 - Tue, May 5
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
7:03 pm - 10:28 pm
GNV
-
MDW
4h 25m
1 stop
$447Delta
Thu, Apr 23 - Sun, Apr 26
Delta Logo
5:21 pm - 10:39 pm
MDW
-
GNV
4h 18m
1 stop
Delta Logo
7:03 pm - 10:28 pm
GNV
-
MDW
4h 25m
1 stop
$463Delta
Sat, Apr 18 - Wed, Apr 22
Delta Logo
5:21 pm - 10:39 pm
MDW
-
GNV
4h 18m
1 stop
Delta Logo
10:13 am - 4:12 pm
GNV
-
MDW
6h 59m
1 stop
$469Delta
Sat, May 2 - Sat, May 9
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
3:40 pm - 9:09 pm
GNV
-
MDW
6h 29m
1 stop
$486Delta
Thu, Apr 30 - Sun, May 10
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
7:03 pm - 10:28 pm
GNV
-
MDW
4h 25m
1 stop
$493Delta
Fri, Apr 24 - Sun, Apr 26
Delta Logo
6:00 am - 12:22 pm
MDW
-
GNV
5h 22m
1 stop
Delta Logo
4:59 pm - 9:46 pm
GNV
-
MDW
5h 47m
1 stop
$593Delta
Thu, Sep 10 - Sun, Sep 13
Delta Logo
6:00 am - 1:16 pm
MDW
-
GNV
6h 16m
1 stop
Delta Logo
6:00 am - 9:56 am
GNV
-
MDW
4h 56m
1 stop
$613Delta
Thu, Apr 16 - Sun, Apr 26
Delta Logo
6:05 am - 12:25 pm
MDW
-
GNV
5h 20m
1 stop
Delta Logo
7:04 pm - 10:17 pm
GNV
-
MDW
4h 13m
1 stop
$635Delta
Mon, Jun 22 - Thu, Jun 25

Delta flights from Chicago Midway Airport to Gainesville

Our best Delta deals on Chicago Midway Airport to Gainesville flight tickets
Delta
May 6
MDW6:00 amChicago Midway
6h 16m
1 stop
GNV1:16 pmGainesville Regional
May 9
GNV10:13 amGainesville Regional
6h 59m
1 stop
MDW4:12 pmChicago Midway
$285
Delta
Apr 29
MDW6:00 amChicago Midway
6h 16m
1 stop
GNV1:16 pmGainesville Regional
May 5
GNV4:59 pmGainesville Regional
6h 29m
1 stop
MDW10:28 pmChicago Midway
$412
Delta
Apr 23
MDW6:00 amChicago Midway
6h 16m
1 stop
GNV1:16 pmGainesville Regional
Apr 26
GNV7:03 pmGainesville Regional
4h 25m
1 stop
MDW10:28 pmChicago Midway
$447

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Gainesville 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, momondo users made 832,500 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Gainesville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 5/6

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Sat 5/9

10:13 am-4:12 pm

1 stop6h 59m

$285

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Wed 4/29

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Tue 5/5

4:59 pm-10:28 pm

1 stop6h 29m

$412

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 4/23

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Sun 4/26

7:03 pm-10:28 pm

1 stop4h 25m

$447
Quickest round-trip

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 4/18

5:21 pm-10:39 pm

1 stop4h 18m

Gainesville Regional

Wed 4/22

7:03 pm-10:28 pm

1 stop4h 25m

$463

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Sat 5/2

5:21 pm-10:39 pm

1 stop4h 18m

Gainesville Regional

Sat 5/9

10:13 am-4:12 pm

1 stop6h 59m

$469

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 4/30

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Sun 5/10

3:40 pm-9:09 pm

1 stop6h 29m

$486

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Fri 4/24

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Sun 4/26

7:03 pm-10:28 pm

1 stop4h 25m

$493

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 9/10

6:00 am-12:22 pm

1 stop5h 22m

Gainesville Regional

Sun 9/13

4:59 pm-9:46 pm

1 stop5h 47m

$593

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Thu 4/16

6:00 am-1:16 pm

1 stop6h 16m

Gainesville Regional

Sun 4/26

6:00 am-9:56 am

1 stop4h 56m

$613

ChicagoGainesville

MDW - GNV

MDWGNV

Chicago Midway

Mon 6/22

6:05 am-12:25 pm

1 stop5h 20m

Gainesville Regional

Thu 6/25

7:04 pm-10:17 pm

1 stop4h 13m

$635

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Gainesville from

How to get the cheapest flight ticket from Chicago Midway Airport to Gainesville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Gainesville Regional?

Delta is the most popular carrier operating from Chicago Midway to Gainesville Regional

What airlines fly to Gainesville?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Gainesville from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Gainesville. Keep in mind that there are 3 different airlines that fly to Gainesville on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago Midway Airport to Gainesville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Gainesville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Gainesville (MDW to GNV) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Gainesville

Fastest flight time

4h 18m

Direct flights

None
The fastest flight from Chicago Midway Airport to Gainesville takes 4h 18m
There are no direct flights from Chicago Midway Airport to Gainesville. There are no popular flight routes from Chicago Midway Airport to Gainesville.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Gainesville

  • How far is Chicago Midway to Gainesville Regional by plane?

    A flight from Chicago Midway to Gainesville Regional will travel around 890.8 mi. Flights usually cover this in 4h 18m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Gainesville Regional Airport?

    Prices for flights from Chicago Midway Airport to Gainesville Regional Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Gainesville Regional Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Gainesville Regional Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Gainesville Regional Airport.

  • What documentation or ID do you need to fly to Gainesville Regional Airport?

    The travel and health documents required for your trip to Gainesville Regional Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Gainesville Regional Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago Midway Airport to Gainesville?

Best airlines flying from Chicago Midway Airport to Gainesville

Compare and see reviews for airlines that fly from Chicago Midway Airport to Gainesville with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $328Free CancellationRating
7.9
8,383 reviews
Search Delta flights

Traveling to a place near Gainesville?

Book flights to Gainesville if you plan to visit one of these locations
Lake City
Alachua
Trenton

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Gainesville?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Gainesville from Chicago.

Can I find flights from Chicago to Gainesville with flexible booking policies on momondo?

Yes. All flights to Gainesville from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Gainesville?

momondo helps you find the best flight between Chicago and Gainesville by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Gainesville right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Gainesville flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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