$294+ Cheap flights from Gainesville (GNV) to Chicago (CHI)
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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Apr 21 — Apr 281
Round-trip
1 adult, Economy
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Find cheap flights from Gainesville to Chicago 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
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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 Chicago
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Cheapest flights from Gainesville to ChicagoExplore the most affordable flight options available from Gainesville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.
Explore the most affordable flight options available from Gainesville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Wed 4/226:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/18![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Tue 4/218:15 am
ORD
- GNV
1 stop6h 54m
Delta
Deal found 3/18![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Sat 4/256:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Sat 4/259:48 am
ORD
- GNV
1 stop5h 43m
Delta
Deal found 3/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Sat 4/256:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/20![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Sat 4/255:15 am
ORD
- GNV
1 stop7h 01m
Delta
Deal found 3/20![Delta logo]()
$408
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:18 pm
GNV
- ORD
1 stop6h 54m
American Airlines
Tue 10/208:15 am
ORD
- GNV
1 stop7h 06m
American Airlines
Deal found 3/19![American Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 3/20. 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 5/136:38 am
GNV
- MDW
1 stop4h 22m
Delta
Tue 5/197:13 pm
MDW
- GNV
2 stops16h 09m
Delta
Deal found 3/20![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 3/20. 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 5/133:40 pm
GNV
- ORD
1 stop5h 46m
Delta
Tue 5/198:05 pm
ORD
- GNV
2 stops15h 17m
Delta
Deal found 3/20![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 3/17. 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 4/177:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Tue 4/217:10 am
ORD
- GNV
1 stop5h 06m
Delta
Deal found 3/17![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Thu 4/2310:41 am
MDW
- GNV
1 stop6h 36m
Delta
Deal found 3/18![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Sun 4/265:15 am
ORD
- GNV
1 stop7h 02m
Delta
Deal found 3/18![Delta logo]()
$434
Best flights from Gainesville to ChicagoDiscover carefully curated flight deals from Gainesville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 22, 2026.
Discover carefully curated flight deals from Gainesville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 22, 2026.
This Delta deal was found by Cheapflights users on 3/21. 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 4/255:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Sat 5/25:40 am
MDW
- GNV
1 stop6h 36m
Delta
Deal found 3/21![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/19. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Wed 4/228:15 am
ORD
- GNV
1 stop6h 54m
Delta
Deal found 3/19![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/21. 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 4/252:02 pm
GNV
- ORD
1 stop5h 46m
Delta
Sat 5/28:15 am
ORD
- GNV
1 stop4h 01m
Delta
Deal found 3/21![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Wed 4/226:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/20![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/19. 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 7/154:59 pm
GNV
- MDW
1 stop5h 46m
Delta
Fri 7/246:00 am
MDW
- GNV
1 stop5h 23m
Delta
Deal found 3/19![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/19. 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 7/157:05 pm
GNV
- ORD
1 stop5h 50m
Delta
Fri 7/247:10 am
ORD
- GNV
1 stop4h 13m
Delta
Deal found 3/19![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/20. 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 4/214:59 pm
GNV
- ORD
1 stop4h 17m
Delta
Mon 4/277:10 am
ORD
- GNV
1 stop5h 06m
Delta
Deal found 3/20![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/17. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Sat 4/256:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/17![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 3/17. 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.
Mon 4/204:59 pm
GNV
- ORD
1 stop5h 26m
Delta
Sat 4/258:15 am
ORD
- GNV
1 stop4h 01m
Delta
Deal found 3/17![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Thu 4/235:15 am
ORD
- GNV
1 stop7h 01m
Delta
Deal found 3/17![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 3/17. 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 5/25:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Wed 8/196:00 am
MDW
- GNV
1 stop5h 22m
Delta
Deal found 3/17![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 3/18. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Mon 4/276:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/18![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/20. 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.
Mon 4/204:59 pm
GNV
- ORD
1 stop5h 26m
Delta
Mon 4/278:15 am
ORD
- GNV
1 stop4h 01m
Delta
Deal found 3/20![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/18. 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 4/97:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Wed 4/157:10 am
ORD
- GNV
1 stop5h 06m
Delta
Deal found 3/18![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/17. 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 4/237:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Mon 4/276:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/17![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 3/19. 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 4/227:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Fri 4/247:45 pm
ORD
- GNV
1 stop12h 39m
Delta
Deal found 3/19![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 3/20. 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 4/237:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Sun 4/265:15 am
ORD
- GNV
1 stop7h 02m
Delta
Deal found 3/20![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 3/17. 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 5/153:40 pm
GNV
- MDW
1 stop6h 29m
Delta
Sun 5/176:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 3/17![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 3/19. 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 4/34:59 pm
GNV
- ORD
1 stop5h 11m
Delta
Tue 4/75:30 am
ORD
- GNV
1 stop6h 17m
Delta
Deal found 3/19![Delta logo]()
$501
This Delta deal was found by Cheapflights users on 3/20. 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 6/53:40 pm
GNV
- MDW
1 stop6h 29m
Delta
Sun 6/76:00 am
MDW
- GNV
1 stop5h 23m
Delta
Deal found 3/20![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 3/18. 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 4/26:00 am
GNV
- ORD
1 stop4h 59m
Delta
Mon 4/65:30 am
ORD
- GNV
1 stop6h 17m
Delta
Deal found 3/18![Delta logo]()
$527
This Delta deal was found by Cheapflights users on 3/18. 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 4/26:00 am
GNV
- MDW
1 stop4h 56m
Delta
Mon 4/610:45 am
MDW
- GNV
1 stop6h 30m
Delta
Deal found 3/18![Delta logo]()
$553
Last-minute flights from Gainesville to ChicagoDiscover last-minute flight deals from Gainesville to Chicago. Data last updated March 22, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Chicago. Data last updated March 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Sat 4/256:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/20![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Sat 4/255:15 am
ORD
- GNV
1 stop7h 01m
Delta
Deal found 3/20![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 3/17. 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 4/177:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Tue 4/217:10 am
ORD
- GNV
1 stop5h 06m
Delta
Deal found 3/17![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- MDW
1 stop4h 25m
Delta
Mon 4/276:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/20![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/20. 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 4/177:03 pm
GNV
- ORD
1 stop5h 56m
Delta
Mon 4/277:10 am
ORD
- GNV
1 stop5h 06m
Delta
Deal found 3/20![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Sat 4/256:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/18![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Tue 4/218:15 am
ORD
- GNV
1 stop6h 54m
Delta
Deal found 3/18![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Wed 4/226:00 am
MDW
- GNV
1 stop6h 16m
Delta
Deal found 3/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Sat 4/259:48 am
ORD
- GNV
1 stop5h 43m
Delta
Deal found 3/17![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Thu 4/2310:41 am
MDW
- GNV
1 stop6h 36m
Delta
Deal found 3/18![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 3/18. 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 4/185:30 pm
GNV
- ORD
1 stop7h 29m
Delta
Sun 4/265:15 am
ORD
- GNV
1 stop7h 02m
Delta
Deal found 3/18![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 3/17. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Fri 4/2412:52 pm
MDW
- GNV
1 stop4h 25m
Delta
Deal found 3/17![Delta logo]()
$454
One-way flights from Gainesville to ChicagoSearch for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated March 22, 2026.
Search for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated March 22, 2026.
This Delta deal was found by Cheapflights users on 3/17. 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.
Mon 5/47:03 pm
GNV
- ORD
1 stop16h 06m
Delta
Deal found 3/17![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 3/17. 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 5/210:10 am
GNV
- ORD
1 stop9h 38m
Delta
Deal found 3/17![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 3/20. 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.
Mon 6/86:00 am
GNV
- MDW
1 stop4h 51m
Delta
Deal found 3/20![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:14 pm
GNV
- ORD
1 stop7h 34m
American Airlines
Deal found 3/19![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 3/18. 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 4/1110:12 am
GNV
- MDW
1 stop13h 19m
Delta
Deal found 3/18![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 3/18. 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 4/1110:12 am
GNV
- ORD
1 stop7h 37m
Delta
Deal found 3/18![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 3/19. 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.
Sun 5/34:59 pm
GNV
- MDW
1 stop6h 29m
Delta
Deal found 3/19![Delta logo]()
$350
This Delta deal was found by Cheapflights users on 3/21. 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 4/185:30 pm
GNV
- MDW
1 stop5h 58m
Delta
Deal found 3/21![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 3/18. 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 4/107:00 pm
GNV
- ORD
1 stop5h 54m
Delta
Deal found 3/18![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 3/18. 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 4/104:59 pm
GNV
- MDW
1 stop23h 26m
Delta
Deal found 3/18![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 3/19. 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 4/26:00 am
GNV
- MDW
1 stop4h 56m
Delta
Deal found 3/19![Delta logo]()
$388
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/24:15 pm
GNV
- ORD
1 stop8h 21m
American Airlines
Deal found 3/19![American Airlines logo]()
$388
Find flight deals from Gainesville to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Gainesville (GNV) to Chicago (CHI). 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 March 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $369 (Delta) |
One-way from | $294 (Delta) |
Popular in | November |
Cheapest in | August |
Average price | $471 |
Cheapflights Fare Finder
Customize your flight search to find flights from Gainesville to Chicago 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 March 22, 2026.
Use the filters below to find and compare flights from Gainesville to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Sat 4/25
5:30 pm-10:28 pm
1 stop5h 58m
Chicago Midway
Sat 5/2
5:40 am-1:16 pm
1 stop6h 36m
$369
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Sat 4/18
5:30 pm-11:59 pm
1 stop7h 29m
Chicago O'Hare Intl
Wed 4/22
8:15 am-4:09 pm
1 stop6h 54m
$369
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Sat 4/25
2:02 pm-6:48 pm
1 stop5h 46m
Chicago O'Hare Intl
Sat 5/2
8:15 am-1:16 pm
1 stop4h 01m
$369
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Fri 4/17
7:03 pm-10:28 pm
1 stop4h 25m
Chicago Midway
Wed 4/22
6:00 am-1:16 pm
1 stop6h 16m
$408
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Wed 7/15
4:59 pm-9:45 pm
1 stop5h 46m
Chicago Midway
Fri 7/24
6:00 am-12:23 pm
1 stop5h 23m
$408
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Wed 7/15
7:05 pm-11:55 pm
1 stop5h 50m
Chicago O'Hare Intl
Fri 7/24
7:10 am-12:23 pm
1 stop4h 13m
$408
Quickest round-trip
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Tue 4/21
4:59 pm-8:16 pm
1 stop4h 17m
Chicago O'Hare Intl
Mon 4/27
7:10 am-1:16 pm
1 stop5h 06m
$408
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Fri 4/17
7:03 pm-10:28 pm
1 stop4h 25m
Chicago Midway
Sat 4/25
6:00 am-1:16 pm
1 stop6h 16m
$428
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Mon 4/20
4:59 pm-9:25 pm
1 stop5h 26m
Chicago O'Hare Intl
Sat 4/25
8:15 am-1:16 pm
1 stop4h 01m
$428
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Sat 4/18
5:30 pm-11:59 pm
1 stop7h 29m
Chicago O'Hare Intl
Thu 4/23
5:15 am-1:16 pm
1 stop7h 01m
$428
Showing 1-10 of 35 resultsSorted by cheapest first
Compare providers for flights from Gainesville to Chicago
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 Chicago in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Gainesville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gainesville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gainesville-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Gainesville-Chicago 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 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 Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Gainesville with our price prediction graph.
GNV-CHI
GNV-MDW
GNV-ORD
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.
Cheapflights Insights
Everything you need to know about your flight from Gainesville to Chicago
GNV-CHI
GNV-MDW
GNV-ORD
What is the cheapest month to book a flight from Gainesville to Chicago?
Currently, January is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $55). Flying from Gainesville to Chicago in June is currently the most expensive (average of $107). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 22, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Gainesville to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Gainesville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 22, 2026.
Complete your trip
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Find flights from Gainesville to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Gainesville and Chicago flights
Browse other Gainesville and Chicago flight options. Last updated on March 22, 2026.
Other flights from Gainesville
Browse through other flights departing from Gainesville. Flights are based on user searches made on Cheapflights and were last updated on March 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Gainesville to Chicago
Discover the top 2 airlines that operate flights from Gainesville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$213 | Average$413 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$301 | Average$487 | FlexibilityNo cancel fee | On-time71% |