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Cheap flights from Gainesville to Chicago from $258

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 9/4. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Gainesville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 10:50 am
GNV
-
ORD
5h 50m
1 stop
American Airlines Logo
1:19 pm - 9:50 pm
ORD
-
GNV
7h 31m
1 stop
$399American Airlines
Fri, Sep 11 - Wed, Sep 16
American Airlines Logo
6:39 pm - 11:52 pm
GNV
-
ORD
6h 13m
1 stop
American Airlines Logo
7:30 am - 2:20 pm
ORD
-
GNV
5h 50m
1 stop
$401American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:00 am - 10:50 am
GNV
-
ORD
5h 50m
1 stop
American Airlines Logo
1:19 pm - 9:50 pm
ORD
-
GNV
7h 31m
1 stop
$404American Airlines
Fri, Sep 11 - Wed, Sep 16
Delta Logo
10:12 am - 2:48 pm
GNV
-
ORD
5h 36m
1 stop
Delta Logo
6:40 am - 12:39 pm
ORD
-
GNV
4h 59m
1 stop
$409Delta
Sat, Sep 5 - Tue, Sep 8
American Airlines Logo
7:33 am - 12:14 pm
GNV
-
ORD
5h 41m
1 stop
American Airlines Logo
2:30 pm - 11:25 pm
ORD
-
GNV
7h 55m
1 stop
$423American Airlines
Thu, Sep 24 - Tue, Sep 29
American Airlines Logo
5:45 am - 12:15 pm
GNV
-
ORD
7h 30m
1 stop
American Airlines Logo
6:45 am - 1:21 pm
ORD
-
GNV
5h 36m
1 stop
$428American Airlines
Sun, Sep 6 - Sun, Sep 13
Delta Logo
6:00 am - 12:16 pm
GNV
-
ORD
7h 16m
1 stop
Delta Logo
3:25 pm - 10:48 pm
ORD
-
GNV
6h 23m
1 stop
$431Delta
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
5:00 pm - 12:02 am
GNV
-
ORD
8h 02m
1 stop
American Airlines Logo
8:00 am - 2:27 pm
ORD
-
GNV
5h 27m
1 stop
$433American Airlines
Fri, Oct 16 - Tue, Oct 20
Delta Logo
6:57 pm - 11:59 pm
GNV
-
ORD
6h 02m
1 stop
Delta Logo
6:40 am - 12:39 pm
ORD
-
GNV
4h 59m
1 stop
$447Delta
Fri, Sep 18 - Sun, Sep 20
Delta Logo
6:57 pm - 11:59 pm
GNV
-
ORD
6h 02m
1 stop
Delta Logo
5:30 am - 12:39 pm
ORD
-
GNV
6h 09m
1 stop
$457Delta
Fri, Sep 18 - Sun, Sep 20

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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
Sep 11
GNV6:00 amGainesville Regional
5h 50m
1 stop
ORD10:50 amChicago O'Hare Intl
Sep 16
ORD1:19 pmChicago O'Hare Intl
7h 31m
1 stop
GNV9:50 pmGainesville Regional
$399
American Airlines
Aug 22
GNV6:39 pmGainesville Regional
6h 13m
1 stop
ORD11:52 pmChicago O'Hare Intl
Aug 29
ORD7:30 amChicago O'Hare Intl
5h 50m
1 stop
GNV2:20 pmGainesville Regional
$401
American Airlines
Sep 11
GNV6:00 amGainesville Regional
5h 50m
1 stop
ORD10:50 amChicago O'Hare Intl
Sep 16
ORD1:19 pmChicago O'Hare Intl
7h 31m
1 stop
GNV9:50 pmGainesville Regional
$404

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
Oct 24
GNV5:00 pmGainesville Regional
5h 00m
1 stop
ORD9:00 pmChicago O'Hare Intl
Nov 7
ORD6:45 amChicago O'Hare Intl
4h 59m
1 stop
GNV12:44 pmGainesville Regional
$409
Delta
Aug 18
GNV6:00 amGainesville Regional
7h 16m
1 stop
ORD12:16 pmChicago O'Hare Intl
Aug 25
ORD3:25 pmChicago O'Hare Intl
6h 23m
1 stop
GNV10:48 pmGainesville Regional
$431
Delta
Nov 7
GNV10:05 amGainesville Regional
5h 24m
1 stop
ORD2:29 pmChicago O'Hare Intl
Nov 8
ORD8:05 amChicago O'Hare Intl
5h 55m
1 stop
GNV3:00 pmGainesville Regional
$443

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 July 24, 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

Fri 9/11

6:00 am-10:50 am

1 stop5h 50m

Chicago O'Hare Intl

Wed 9/16

1:19 pm-9:50 pm

1 stop7h 31m

$399

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 8/22

6:39 pm-11:52 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 8/29

7:30 am-2:20 pm

1 stop5h 50m

$401

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 9/11

6:00 am-10:50 am

1 stop5h 50m

Chicago O'Hare Intl

Wed 9/16

1:19 pm-9:50 pm

1 stop7h 31m

$404
Quickest round-trip

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sat 9/5

10:12 am-2:48 pm

1 stop5h 36m

Chicago O'Hare Intl

Tue 9/8

6:40 am-12:39 pm

1 stop4h 59m

$409

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Thu 9/24

7:33 am-12:14 pm

1 stop5h 41m

Chicago O'Hare Intl

Tue 9/29

2:30 pm-11:25 pm

1 stop7h 55m

$423

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Sun 9/6

5:45 am-12:15 pm

1 stop7h 30m

Chicago O'Hare Intl

Sun 9/13

6:45 am-1:21 pm

1 stop5h 36m

$428

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Tue 8/18

6:00 am-12:16 pm

1 stop7h 16m

Chicago O'Hare Intl

Tue 8/25

3:25 pm-10:48 pm

1 stop6h 23m

$431

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 10/16

5:00 pm-12:02 am

1 stop8h 02m

Chicago O'Hare Intl

Tue 10/20

8:00 am-2:27 pm

1 stop5h 27m

$433

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 9/18

6:57 pm-11:59 pm

1 stop6h 02m

Chicago O'Hare Intl

Sun 9/20

6:40 am-12:39 pm

1 stop4h 59m

$447

GainesvilleChicago

GNV - ORD

GNVORD

Gainesville Regional

Fri 9/18

6:57 pm-11:59 pm

1 stop6h 02m

Chicago O'Hare Intl

Sun 9/20

5:30 am-12:39 pm

1 stop6h 09m

$457

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 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

4h 28m

Direct flights

None
The fastest flight from Gainesville to Chicago O'Hare Intl Airport takes 4h 28m
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 4h 28m.

  • 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
11,843 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

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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