Gainesville, FL GNV to Chicago, IL CHI Flights

Thu, May 07
+ Add return
Ryanair
Malta Air
easyJet
Vueling
Iberia
2,000+ travel companies
Ryanair
Malta Air
easyJet
Vueling
Iberia
2,000+ travel companies
QR-Code
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
rate4.9
42K ratings
Google Play
rate4.6
136K reviews

Journey information

Overview: Gainesville, FL to Chicago, IL flight

USAUSA
USAUSA
Icon of flight

Flights from Gainesville, FL to Chicago, IL depart on average 9 times per day, taking around 6h 44m. Cheap flight tickets for this journey start at $249 (€199) but you can travel from only $141 (€112) by bus.

The earliest flight runs at 05:00, the last at 22:05. The fastest flight covers the 893 miles (1438 km) distance in 5h 15m. September is the cheapest month to fly.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $141 (€112)
Distance
893 miles (1438 km)
Average flight duration
6h 44m
Cheapest ticket price
$249 (€199)
Flights per day
9
Fastest flight
5h 15m
First flight
5:00 AM
Last flight
10:05 PM
Cheapest Month
Sep
Cheapest Day
Fri
High Season
Jan - Mar
Low Season
Oct - Dec
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $141 (€112)

The cheapest and fastest flights from Gainesville, FL to Chicago, IL

Showing times and prices for May 07

Cheapest price

$523

Average price

$631

Fastest journey

4 h 41 m

Average duration

5 h 7 m

Flights per day

25

Distance

1438 km

Cheap tickets

The best way to find a cheap flight ticket from Gainesville, FL to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Gainesville, FL to Chicago, IL will cost around $631 if you buy it on the day, but the cheapest tickets can be found for only $523.

Fast flights

It's difficult to get from Gainesville, FL to Chicago, IL without transferring at least once.

  • piedmont airlinesAA6005+American AirlinesAA2530
    11:25 AM7h33
    Gainesville Regional Airport
    5:58 PMO'Hare International Airport
    $5231One-way
    1 transfer
  • piedmont airlinesAA6053+American AirlinesAA2174
    6:30 AM5h46
    Gainesville Regional Airport
    11:16 AMO'Hare International Airport
    $5231One-way
    1 transfer
  • piedmont airlinesAA6006+American AirlinesAA689
    5:47 PM7h07
    Gainesville Regional Airport
    11:54 PMO'Hare International Airport
    $5231One-way
    1 transfer
  • piedmont airlinesAA6005+American AirlinesAA1244
    11:25 AM4h56
    Gainesville Regional Airport
    3:21 PMO'Hare International Airport
    $5231One-way
    1 transfer
  • piedmont airlinesAA6005+American AirlinesAA1452
    11:25 AM5h56
    Gainesville Regional Airport
    4:21 PMO'Hare International Airport
    $5231One-way
    1 transfer

Travel Information

Compare bus, train, and flight for Gainesville, FL to Chicago, IL

Omio recommends booking the bus as it is the most popular option from Gainesville, FL to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $141. For those with little time consider booking a flight which can get you there in 6h 44m. The ticket price range depends on the travel mode: a bus costs an average of $141, and a flight costs an average of $249.

Distance: 893 miles (1438 km)

Compare flight with

Flight
Most popular
Bus
Train

$364

Average price

$193

Average price

Cheapest

$251

Average price

9h 44m

Average total duration

Fastest

6h 44m

Onboard

+

3h 0m

Additional time*

23h 23m

Average total duration

22h 53m

Onboard

+

30m

Additional time*

38h 56m

Average total duration

38h 26m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Direct Options

The cheapest way to travel from Gainesville, FL to Chicago, IL is a bus with an average price of $193 (€154).

This is compared to other travel options from Gainesville, FL to Chicago, IL:

A bus is $58 (€46) less than a train for this route with tickets for a train from Gainesville, FL to Chicago, IL costing on average $251 (€200).

A bus is $171 (€136) less than a flight for this route with tickets for a flight from Gainesville, FL to Chicago, IL costing on average $364 (€290).

The fastest way to travel from Gainesville, FL to Chicago, IL is by flight with an average journey time of 6h 44m.

Other travel options to Chicago, IL take longer:

Bus takes on average 22h 53m.

Train takes on average 38h 26m.

It's helpful to compare your options as there are 3 ways to travel between Gainesville, FL and Chicago, IL including taking a bus, train, and flight.
We recommend using the bus as it is the most popular way to get from Gainesville, FL to Chicago, IL among Omio's users.

Live departures

Gainesville, FL to Chicago, IL flight times

The table below shows live departures for Gainesville, FL to Chicago, IL flights for today, Wednesday, May 6. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
american_airlines10:00 PM Gainesville, FL
7h27
5:27 AM Chicago, IL0 transfersDirect
Thursday, May 7
american_airlinesAA1269+envoy_airAA38136:00 AM Gainesville Regional Airport
6h04
11:04 AM O'Hare International Airport1 transfer
american_airlinesAA2189+republic_airlinesAA4402+envoy_airAA38136:00 AM Gainesville Regional Airport
7h39
12:39 PM O'Hare International Airport2 transfers
american_airlinesAA1486+envoy_airAA38136:00 AM Gainesville Regional Airport
7h11
12:11 PM O'Hare International Airport1 transfer
american_airlinesAA581+envoy_airAA38136:00 AM Gainesville Regional Airport
9h04
2:04 PM O'Hare International Airport1 transfer
piedmont_airlinesAA6053+american_airlinesAA21746:30 AM Gainesville Regional Airport
5h46
11:16 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6053+american_airlinesAA2121+skywest_airlinesAA62686:30 AM Gainesville Regional Airport
7h08
12:38 PM O'Hare International Airport2 transfers
piedmont_airlinesAA6053 · AA6092+skywest_airlinesAA62536:30 AM Gainesville Regional Airport
7h14
12:44 PM O'Hare International Airport2 transfers
piedmont_airlinesAA6053+american_airlinesAA2825 · AA10616:30 AM Gainesville Regional Airport
7h28
12:58 PM O'Hare International Airport2 transfers
piedmont_airlinesAA6053+american_airlinesAA17846:30 AM Gainesville Regional Airport
7h06
12:36 PM O'Hare International Airport1 transfer
piedmont_airlinesAA6053+american_airlinesAA16606:30 AM Gainesville Regional Airport
4h41
10:11 AM O'Hare International Airport1 transfer
piedmont_airlinesAA6053 · AA6116+envoy_airAA36256:30 AM Gainesville Regional Airport
7h28
12:58 PM O'Hare International Airport2 transfers
american_airlinesAA2492+envoy_airAA42667:05 AM Gainesville Regional Airport
6h30
12:35 PM O'Hare International Airport1 transfer
american_airlinesAA1121+envoy_airAA42667:05 AM Gainesville Regional Airport
9h13
3:18 PM O'Hare International Airport1 transfer
piedmont_airlinesAA6005+american_airlinesAA253011:25 AM Gainesville Regional Airport
7h33
5:58 PM O'Hare International Airport1 transfer
piedmont_airlinesAA6005+american_airlinesAA124411:25 AM Gainesville Regional Airport
4h56
3:21 PM O'Hare International Airport1 transfer
piedmont_airlinesAA6005+skywest_airlinesAA4830 · AA483311:25 AM Gainesville Regional Airport
6h53
5:18 PM O'Hare International Airport2 transfers
piedmont_airlinesAA6005+american_airlinesAA145211:25 AM Gainesville Regional Airport
5h56
4:21 PM O'Hare International Airport1 transfer

This is the last flight of the day.

Find all the dates and times for this journey

Compare prices and tickets Gainesville, FL to Chicago, IL by bus, train, or flight

Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Thu
May 07
Fri
May 08
Sat
May 09
Sun
May 10
Mon
May 11
Tue
May 12
Wed
May 13

FAQs: Gainesville, FL to Chicago, IL Flight

Find answers to the most common questions about traveling from Gainesville, FL to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Gainesville, FL to Chicago, IL can start from as little as $249 (€199) when you book in advance. The average flight ticket price for Gainesville, FL to Chicago, IL is $364 (€290) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Gainesville, FL to Chicago, IL is 5h 15m to travel the 893 miles (1438 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Gainesville, FL to Chicago, IL leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Gainesville, FL to Chicago, IL leaves at 10:05 PM.
The cheapest month for a flight from Gainesville, FL to Chicago, IL is September.
It's helpful to compare your options as there are 3 ways to travel between Gainesville, FL and Chicago, IL including taking a bus, train, and flight.
Since neither Gainesville, FL nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Gainesville, FL and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
  • Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
  • Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
  • Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
Some of the most interesting sights to explore in Chicago, IL are:
  • Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
  • Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
  • Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
  • Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
  • Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
The best holidays to experience in Chicago, IL include:
  • Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
  • Independence Day, spectacular fireworks and festive celebrations throughout the city
  • Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best things to do in Chicago, IL include:
  • Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
  • Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
  • Take a river cruise to see the city's iconic architecture from a different perspective
  • Attend a live performance at the historic Chicago Theatre
  • Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
The best season to visit Chicago, IL is Spring or Summer. The best weather to explore Chicago, IL is during May-September.
We recommend using the bus as it is the most popular way to get from Gainesville, FL to Chicago, IL among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular airports

Popular airports from Gainesville, FL to Chicago, IL

Gainesville
Chicago
The major airport for departures in Gainesville is Gainesville Regional Airport. Find all the information you need to know about services, amenities and connections at Gainesville Regional Airport for your trip from Gainesville to Chicago.
Gainesville Regional Airport (GNV)
information

More options for your journey from Gainesville, FL to Chicago, IL

Here are some other resources that might have the information you need

HomeFlightsFlights in USAFlight Schedules to Chicago, ILGainesville, FL to Chicago, IL Flights

The Omio App Makes Travel Planning Easy

We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

ios-badge
android-badge
Hand With Phone