$328+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
GNV — CHI
Jun 4 — Jun 111
Round-trip
1 adult, Economy
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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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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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 5/1. 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 5/296:38 am
GNV
- MDW
1 stop4h 22m
Delta
Wed 6/36:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/1![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/299:48 am
GNV
- ORD
1 stop7h 55m
American Airlines
Wed 6/34:45 pm
ORD
- GNV
1 stop6h 48m
American Airlines
Deal found 5/1![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 4/30. 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 10/164:59 pm
GNV
- MDW
1 stop5h 46m
Delta
Tue 10/206:00 am
MDW
- GNV
1 stop5h 22m
Delta
Deal found 4/30![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 4/30. 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 10/164:59 pm
GNV
- ORD
1 stop5h 46m
Delta
Tue 10/207:10 am
ORD
- GNV
1 stop4h 12m
Delta
Deal found 4/30![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 5/2. 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 5/231:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Tue 5/266:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/2. 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 5/231:11 pm
GNV
- ORD
1 stop6h 30m
Delta
Mon 5/257:07 am
ORD
- GNV
1 stop4h 15m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/2. 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 5/191:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Wed 5/2712:53 pm
MDW
- GNV
1 stop4h 25m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 5/2. 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 5/197:05 pm
GNV
- ORD
1 stop4h 22m
Delta
Thu 5/289:49 am
ORD
- GNV
1 stop4h 06m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 4/30. 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
Sat 5/96:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 4/30![Delta logo]()
$463
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/25:47 pm
GNV
- ORD
1 stop7h 07m
American Airlines
Tue 5/58:39 am
ORD
- GNV
1 stop4h 54m
American Airlines
Deal found 4/30![American Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 5/4. 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 6/197:04 pm
GNV
- MDW
1 stop4h 13m
Delta
Sat 6/276:00 am
MDW
- GNV
1 stop5h 25m
Delta
Deal found 5/4![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/117:32 pm
GNV
- ORD
1 stop5h 26m
American Airlines
Sun 6/146:29 am
ORD
- GNV
1 stop5h 55m
American Airlines
Deal found 4/30![American Airlines logo]()
$473
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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 5/1. 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 5/296:38 am
GNV
- MDW
1 stop4h 22m
Delta
Wed 6/36:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/1![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 5/309:48 am
GNV
- ORD
1 stop5h 32m
American Airlines
Sat 6/612:33 pm
ORD
- GNV
1 stop5h 27m
American Airlines
Deal found 4/30![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/4. 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 6/71:11 pm
GNV
- MDW
1 stop4h 05m
Delta
Sat 6/136:00 am
MDW
- GNV
1 stop5h 25m
Delta
Deal found 5/4![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 5/5. 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 10/164:59 pm
GNV
- ORD
1 stop5h 46m
Delta
Tue 10/208:15 am
ORD
- GNV
1 stop6h 49m
Delta
Deal found 5/5![Delta logo]()
$423
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/219:48 am
GNV
- ORD
1 stop7h 55m
American Airlines
Sat 5/238:19 am
ORD
- GNV
1 stop7h 32m
American Airlines
Deal found 5/1![American Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 5/4. 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 6/197:04 pm
GNV
- ORD
1 stop5h 55m
Delta
Sat 6/279:00 am
ORD
- GNV
1 stop6h 40m
Delta
Deal found 5/4![Delta logo]()
$423
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/155:14 pm
GNV
- ORD
1 stop7h 34m
American Airlines
Tue 5/195:00 am
ORD
- GNV
1 stop5h 07m
American Airlines
Deal found 4/30![American Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 5/2. 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 5/235:30 pm
GNV
- MDW
1 stop4h 39m
Delta
Sun 5/246:23 am
MDW
- GNV
1 stop4h 58m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/2. 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 6/197:04 pm
GNV
- MDW
1 stop4h 13m
Delta
Mon 6/226:00 am
MDW
- GNV
1 stop5h 25m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/1. 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 7/97:01 pm
GNV
- MDW
1 stop4h 14m
Delta
Sun 7/126:00 am
MDW
- GNV
1 stop5h 23m
Delta
Deal found 5/1![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/3. 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 7/103:41 pm
GNV
- ORD
1 stop5h 52m
Delta
Sun 7/125:30 am
ORD
- GNV
1 stop5h 53m
Delta
Deal found 5/3![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/2. 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 5/191:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Wed 5/2712:53 pm
MDW
- GNV
1 stop4h 25m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 5/2. 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 5/197:05 pm
GNV
- ORD
1 stop4h 22m
Delta
Mon 5/257:07 am
ORD
- GNV
1 stop4h 15m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 5/4. 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 6/197:04 pm
GNV
- MDW
1 stop4h 13m
Delta
Sat 6/276:00 am
MDW
- GNV
1 stop5h 25m
Delta
Deal found 5/4![Delta logo]()
$473
This Delta deal was found by Cheapflights users on 5/1. 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 5/216:38 am
GNV
- MDW
1 stop4h 22m
Delta
Sat 5/236:23 am
MDW
- GNV
1 stop4h 58m
Delta
Deal found 5/1![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 5/1. 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 5/143:40 pm
GNV
- MDW
1 stop6h 29m
Delta
Tue 5/1912:53 pm
MDW
- GNV
1 stop4h 25m
Delta
Deal found 5/1![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 4/30. 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 5/156:38 am
GNV
- ORD
1 stop4h 38m
Delta
Sat 5/163:00 pm
ORD
- GNV
1 stop6h 44m
Delta
Deal found 4/30![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 5/2. 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 5/226:38 am
GNV
- MDW
1 stop6h 18m
Delta
Sun 5/246:23 am
MDW
- GNV
1 stop4h 58m
Delta
Deal found 5/2![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 5/2. 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 5/211:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Tue 5/266:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/2![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 4/30. 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 5/156:38 am
GNV
- MDW
1 stop4h 22m
Delta
Tue 5/1910:59 am
MDW
- GNV
1 stop6h 19m
Delta
Deal found 4/30![Delta logo]()
$521
Last-minute flights from Gainesville to ChicagoDiscover last-minute flight deals from Gainesville to Chicago. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Gainesville to Chicago. Data last updated May 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/1. 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
- MDW
1 stop6h 29m
Delta
Tue 5/1912:53 pm
MDW
- GNV
1 stop4h 25m
Delta
Deal found 5/1![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 5/1. 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 5/137:05 pm
GNV
- ORD
1 stop5h 54m
Delta
Tue 5/197:07 am
ORD
- GNV
1 stop6h 48m
Delta
Deal found 5/1![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 5/2. 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 5/191:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Sat 5/235:10 pm
MDW
- GNV
1 stop4h 34m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 5/2. 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 5/197:05 pm
GNV
- ORD
1 stop4h 22m
Delta
Thu 5/289:49 am
ORD
- GNV
1 stop4h 06m
Delta
Deal found 5/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 5/2. 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 5/231:11 pm
GNV
- MDW
1 stop4h 01m
Delta
Tue 5/266:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/2. 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 5/235:30 pm
GNV
- ORD
1 stop5h 16m
Delta
Tue 5/267:07 am
ORD
- GNV
1 stop4h 15m
Delta
Deal found 5/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 5/1. 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 5/296:38 am
GNV
- MDW
1 stop4h 22m
Delta
Wed 6/36:23 am
MDW
- GNV
1 stop4h 59m
Delta
Deal found 5/1![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 5/1. 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 5/299:48 am
GNV
- ORD
1 stop7h 55m
American Airlines
Wed 6/34:45 pm
ORD
- GNV
1 stop6h 48m
American Airlines
Deal found 5/1![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/4. 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 5/3010:10 am
GNV
- MDW
1 stop7h 02m
Delta
Sat 6/65:30 pm
MDW
- GNV
1 stop4h 14m
Delta
Deal found 5/4![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 5/4. 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 5/305:30 pm
GNV
- ORD
1 stop7h 33m
Delta
Sat 6/63:00 pm
ORD
- GNV
1 stop6h 44m
Delta
Deal found 5/4![Delta logo]()
$423
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/117:32 pm
GNV
- ORD
1 stop5h 26m
American Airlines
Sun 6/146:29 am
ORD
- GNV
1 stop5h 55m
American Airlines
Deal found 4/30![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 5/4. 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 6/197:04 pm
GNV
- MDW
1 stop4h 13m
Delta
Sat 6/276:00 am
MDW
- GNV
1 stop5h 25m
Delta
Deal found 5/4![Delta logo]()
$473
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 May 5, 2026.
Search for one-way flight options from Gainesville to Chicago. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Delta deal was found by Cheapflights users on 4/30. 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 6/810:17 am
GNV
- MDW
1 stop6h 59m
Delta
Deal found 4/30![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Mon 6/87:32 pm
GNV
- ORD
1 stop5h 26m
American Airlines
Deal found 5/5![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Sat 8/11:48 pm
GNV
- ORD
2 stops10h 41m
American Airlines
Deal found 5/3![American Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 5/3. 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 8/26:33 am
GNV
- MDW
1 stop6h 23m
Delta
Deal found 5/3![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 5/3. 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 8/17:00 am
GNV
- MDW
2 stops12h 07m
Delta
Deal found 5/3![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 5/2. 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 5/276:38 am
GNV
- MDW
1 stop6h 18m
Delta
Deal found 5/2![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 5/2. 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 5/2710:13 am
GNV
- ORD
1 stop4h 34m
Delta
Deal found 5/2![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 5/2. 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 5/1910:13 am
GNV
- MDW
1 stop6h 59m
Delta
Deal found 5/2![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 5/3. 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 8/56:10 am
GNV
- MDW
2 stops13h 23m
Delta
Deal found 5/3![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 5/3. 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 8/77:01 pm
GNV
- MDW
2 stops15h 16m
Delta
Deal found 5/3![Delta logo]()
$481
This American Airlines deal was found by Cheapflights users on 5/2. 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 6/76:30 am
GNV
- ORD
2 stops7h 05m
American Airlines
Deal found 5/2![American Airlines logo]()
$582
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 5/271:49 pm
GNV
- ORD
2 stops7h 07m
American Airlines
Deal found 5/2![American Airlines logo]()
$651
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 May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $399 (Delta) |
One-way from | $328 (Delta) |
Popular in | November |
Cheapest in | August |
Average price | $496 |
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 May 5, 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
Fri 5/29
6:38 am-10:00 am
1 stop4h 22m
Chicago Midway
Wed 6/3
6:23 am-12:22 pm
1 stop4h 59m
$399
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Sat 5/30
9:48 am-2:20 pm
1 stop5h 32m
Chicago O'Hare Intl
Sat 6/6
12:33 pm-7:00 pm
1 stop5h 27m
$399
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Sun 6/7
1:11 pm-4:16 pm
1 stop4h 05m
Chicago Midway
Sat 6/13
6:00 am-12:25 pm
1 stop5h 25m
$423
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Fri 10/16
4:59 pm-9:45 pm
1 stop5h 46m
Chicago O'Hare Intl
Tue 10/20
8:15 am-4:04 pm
1 stop6h 49m
$423
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Fri 6/19
7:04 pm-11:59 pm
1 stop5h 55m
Chicago O'Hare Intl
Sat 6/27
9:00 am-4:40 pm
1 stop6h 40m
$423
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Sat 5/23
5:30 pm-9:09 pm
1 stop4h 39m
Chicago Midway
Sun 5/24
6:23 am-12:21 pm
1 stop4h 58m
$447
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Fri 6/19
7:04 pm-10:17 pm
1 stop4h 13m
Chicago Midway
Mon 6/22
6:00 am-12:25 pm
1 stop5h 25m
$447
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Thu 7/9
7:01 pm-10:15 pm
1 stop4h 14m
Chicago Midway
Sun 7/12
6:00 am-12:23 pm
1 stop5h 23m
$447
GainesvilleChicago
GNV - ORD
GNVORD
Gainesville Regional
Fri 7/10
3:41 pm-8:33 pm
1 stop5h 52m
Chicago O'Hare Intl
Sun 7/12
5:30 am-12:23 pm
1 stop5h 53m
$447
Quickest round-trip
GainesvilleChicago
GNV - MDW
GNVMDW
Gainesville Regional
Tue 5/19
1:11 pm-4:12 pm
1 stop4h 01m
Chicago Midway
Wed 5/27
12:53 pm-6:18 pm
1 stop4h 25m
$455
Showing 1-10 of 37 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 May.
| 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, June is the cheapest month in which you can book a flight from Gainesville to Chicago (average of $157). Flying from Gainesville to Chicago in January is currently the most expensive (average of $559). 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.
How much does it cost to fly round-trip from Gainesville to Chicago?
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 May 5, 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.
Entertainment
7.8
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Food
7.2
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 locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
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Complete your trip
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Gainesville and Chicago flights
Browse other Gainesville and Chicago flight options. Last updated on May 5, 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 May 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Gainesville to Chicago
Discover the top airline 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 May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$301 | Average$483 | FlexibilityNo cancel fee | On-time71% |