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Cheap flights from Gainesville to Chicago from $290

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Gainesville to Chicago departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Gainesville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:11 pm - 6:42 pm
GNV
-
ORD
6h 31m
1 stop
Delta Logo
9:48 am - 4:40 pm
ORD
-
GNV
5h 52m
1 stop
$399Delta
Sat, Jun 27 - Sat, Jul 4
Delta Logo
1:08 pm - 6:45 pm
GNV
-
ORD
6h 37m
1 stop
Delta Logo
5:30 am - 12:23 pm
ORD
-
GNV
5h 53m
1 stop
$410Delta
Wed, Jul 22 - Mon, Jul 27
Delta Logo
7:04 pm - 11:59 pm
GNV
-
ORD
5h 55m
1 stop
Delta Logo
5:30 am - 12:25 pm
ORD
-
GNV
5h 55m
1 stop
$421Delta
Thu, Jun 18 - Wed, Jun 24
American Airlines Logo
7:32 pm - 11:58 pm
GNV
-
ORD
5h 26m
1 stop
American Airlines Logo
5:29 pm - 12:33 am
ORD
-
GNV
6h 04m
1 stop
$423American Airlines
Sun, Jun 21 - Sat, Jun 27
American Airlines Logo
7:34 pm - 11:59 pm
GNV
-
ORD
5h 25m
1 stop
American Airlines Logo
4:10 pm - 11:59 pm
ORD
-
GNV
6h 49m
1 stop
$443American Airlines
Thu, Aug 6 - Mon, Aug 10
American Airlines Logo
9:48 am - 2:23 pm
GNV
-
ORD
5h 35m
1 stop
American Airlines Logo
12:33 pm - 7:00 pm
ORD
-
GNV
5h 27m
1 stop
$447American Airlines
Fri, Jun 12 - Sat, Jun 13
Delta Logo
5:30 pm - 12:08 am
GNV
-
ORD
7h 38m
1 stop
Delta Logo
8:08 am - 3:00 pm
ORD
-
GNV
5h 52m
1 stop
$455Delta
Sat, Jun 6 - Thu, Jun 11
Delta Logo
5:30 pm - 12:03 am
GNV
-
ORD
7h 33m
1 stop
Delta Logo
9:10 am - 4:31 pm
ORD
-
GNV
6h 21m
1 stop
$463Delta
Sat, May 30 - Sat, Jun 6
American Airlines Logo
7:32 pm - 11:58 pm
GNV
-
ORD
5h 26m
1 stop
American Airlines Logo
6:29 am - 1:24 pm
ORD
-
GNV
5h 55m
1 stop
$487American Airlines
Fri, Jun 12 - Sun, Jun 14
American Airlines Logo
1:49 pm - 7:45 pm
GNV
-
ORD
6h 56m
1 stop
American Airlines Logo
12:00 pm - 7:00 pm
ORD
-
GNV
6h 00m
1 stop
$495American Airlines
Fri, Jun 5 - Tue, Jun 9

American Airlines flights from Gainesville to Chicago O'Hare Intl Airport

Our best American Airlines deals on Gainesville to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 21
GNV7:32 pmGainesville Regional
5h 26m
1 stop
ORD11:58 pmChicago O'Hare Intl
Jun 27
ORD5:29 pmChicago O'Hare Intl
6h 04m
1 stop
GNV12:33 amGainesville Regional
$423
American Airlines
Aug 6
GNV7:34 pmGainesville Regional
5h 25m
1 stop
ORD11:59 pmChicago O'Hare Intl
Aug 10
ORD4:10 pmChicago O'Hare Intl
6h 49m
1 stop
GNV11:59 pmGainesville Regional
$443
American Airlines
Jun 12
GNV9:48 amGainesville Regional
5h 35m
1 stop
ORD2:23 pmChicago O'Hare Intl
Jun 13
ORD12:33 pmChicago O'Hare Intl
5h 27m
1 stop
GNV7:00 pmGainesville Regional
$447

Delta flights from Gainesville to Chicago O'Hare Intl Airport

Our best Delta deals on Gainesville to Chicago O'Hare Intl Airport flight tickets
Delta
Jun 27
GNV1:11 pmGainesville Regional
6h 31m
1 stop
ORD6:42 pmChicago O'Hare Intl
Jul 4
ORD9:48 amChicago O'Hare Intl
5h 52m
1 stop
GNV4:40 pmGainesville Regional
$399
Delta
Jul 22
GNV1:08 pmGainesville Regional
6h 37m
1 stop
ORD6:45 pmChicago O'Hare Intl
Jul 27
ORD5:30 amChicago O'Hare Intl
5h 53m
1 stop
GNV12:23 pmGainesville Regional
$410
Delta
Oct 16
GNV3:45 pmGainesville Regional
7h 00m
1 stop
ORD9:45 pmChicago O'Hare Intl
Oct 20
ORD9:30 amChicago O'Hare Intl
4h 24m
1 stop
GNV2:54 pmGainesville Regional
$421

momondo Fare Finder

 
Customize your flight search to find flights from Gainesville to Chicago O'Hare Intl Airport 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 May 23, 2026.
Use the filters below to find and compare flights from Gainesville to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 6/27

1:11 pm-6:42 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 7/4

9:48 am-4:40 pm

1 stop5h 52m

$399

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Wed 7/22

1:08 pm-6:45 pm

1 stop6h 37m

Chicago O'Hare Intl

Mon 7/27

5:30 am-12:23 pm

1 stop5h 53m

$410

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 6/18

7:04 pm-11:59 pm

1 stop5h 55m

Chicago O'Hare Intl

Wed 6/24

5:30 am-12:25 pm

1 stop5h 55m

$421

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sun 6/21

7:32 pm-11:58 pm

1 stop5h 26m

Chicago O'Hare Intl

Sat 6/27

5:29 pm-12:33 am

1 stop6h 04m

$423

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 8/6

7:34 pm-11:59 pm

1 stop5h 25m

Chicago O'Hare Intl

Mon 8/10

4:10 pm-11:59 pm

1 stop6h 49m

$443
Quickest round-trip

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 6/12

9:48 am-2:23 pm

1 stop5h 35m

Chicago O'Hare Intl

Sat 6/13

12:33 pm-7:00 pm

1 stop5h 27m

$447

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 6/6

5:30 pm-12:08 am

1 stop7h 38m

Chicago O'Hare Intl

Thu 6/11

8:08 am-3:00 pm

1 stop5h 52m

$455

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 5/30

5:30 pm-12:03 am

1 stop7h 33m

Chicago O'Hare Intl

Sat 6/6

9:10 am-4:31 pm

1 stop6h 21m

$463

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 6/12

7:32 pm-11:58 pm

1 stop5h 26m

Chicago O'Hare Intl

Sun 6/14

6:29 am-1:24 pm

1 stop5h 55m

$487

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 6/5

1:49 pm-7:45 pm

1 stop6h 56m

Chicago O'Hare Intl

Tue 6/9

12:00 pm-7:00 pm

1 stop6h 00m

$495

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Gainesville to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Gainesville and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Gainesville averaging around $367.

When to book flights from Gainesville to Chicago O'Hare Intl Airport

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

Cheap Gainesville to Chicago O'Hare Intl Airport (GNV to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Gainesville to Chicago O'Hare Intl Airport

Fastest flight time

5h 23m

Direct flights

None
The fastest flight from Gainesville to Chicago O'Hare Intl Airport takes 5h 23m
There are no direct flights from Gainesville to Chicago O'Hare Intl Airport. There are no popular flight routes from Gainesville to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Gainesville to Chicago O'Hare Intl Airport

  • How far is Gainesville Regional to Chicago O'Hare Intl by plane?

    Gainesville Regional and Chicago O'Hare Intl are 906.2 mi apart from one another. In terms of flight time, this usually takes a little over 5h 23m.

  • When did momondo last update prices for flights from Gainesville Regional Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Gainesville Regional Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Gainesville Regional Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Gainesville Regional Airport to Chicago O'Hare Intl 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 Gainesville Regional Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Gainesville to Chicago O'Hare Intl Airport?

Best airlines flying from Gainesville to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Gainesville to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $301Free CancellationRating
7.1
11,642 reviews
Search American Airlines flights
DeltaPriceFrom $302Free CancellationRating
7.9
8,444 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Gainesville to Chicago for you.

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

Flights from Gainesville to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Gainesville and Chicago 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 Gainesville to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Gainesville and alert you when they change.

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