Cheap flights from Greenville to Chicago from $108
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Greenville to Chicago departing on 5/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Greenville to Chicago
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How to get the cheapest flight ticket from Greenville to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Greenville and Chicago?
What is the cheapest month to fly to Chicago?
The month of April is, on average, the cheapest month to fly to Chicago from Greenville, with most prices found around $279. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Greenville to Chicago during February average around $282.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $434. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Greenville to Chicago for around $627.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Greenville to Chicago during this time can be as low as $164. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $499.
What is the cheapest Greenville to Chicago flight route?
Fly from Greenville to Chicago O'Hare Intl for the best Greenville - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Greenville when booking 26 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $321 when searching 26 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Greenville for as low as $209 on momondo.
What cabin class options are available on Greenville to Chicago flights?
There are 4 cabin classes available to choose from on Greenville to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Greenville to Chicago?
Delta, Southwest, and American Airlines are the most popular carriers operating from Greenville to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Greenville according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Greenville to Chicago on average per day?
8 flights are operational daily from Greenville to Chicago as of May 2025. The most popular departure time for this route is 10:00AM, with 77% of flights per day taking off at noon.
How many flights depart from Greenville to Chicago on average per week?
As of May 2025, 61 flights take off from Greenville and land in Chicago each week. The most common flight departure day for this route is Mon, with 31% of weekly flights taking off on this day.
When to book flights from Greenville to Chicago
Cheap Greenville to Chicago (GSP to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Greenville to Chicago
How far is Greenville to Chicago by plane?
A flight from Greenville to Chicago will travel around 561.3 mi. Flights usually cover this in 2h 07m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Greenville Airport to Chicago?
Prices for flights from Greenville Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Greenville Airport to Chicago?
The number of operators available for flights from Greenville Airport to Chicago is 4 as of May 2025.
How old do you have to be to fly from Greenville Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greenville Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Greenville to Chicago?
Based on momondo bookings for flights between Greenville and Chicago, the leading plane model is Canadair (Bombardier) Regional Jet CRJ-550, making up 20.57% of the total bookings. Other popular models include Embraer 170 with 17.70%, Embraer 175 (Enhanced Winglets) with 17.10%, and Embraer 175 with 15.66%.
What is the most popular airline from Greenville to Chicago?
momondo data reveals that the most frequently booked airline on the route from Greenville to Chicago is American Airlines, representing 63% of all bookings. The subsequent popular airlines are United Airlines at 32%, Delta at 3%, and Southwest at 2%.
Best airlines flying from Greenville to Chicago
Compare and see reviews for airlines that fly from Greenville to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $180 | Free Cancellation | Rating 8.0 7,934 reviews | |||
| PriceFrom $209 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $239 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $304 | Free Cancellation | Rating 8.0 4,294 reviews |
United Airlines Flights From Greenville to Chicago
United Airlines operates around 9 flights from Greenville to Chicago every week. The average price of these flights found in the last 72 hours has been $363, but momondo users have found United Airlines deals from Greenville to Chicago from as low as $239 round-trip. United Airlines has been scored 7.4/10 in 8,696 reviews.
American Airlines Flights From Greenville to Chicago
American Airlines (7.2/10 from 10,000 reviews) operates around 4 flights from Greenville to Chicago in any given week. The average American Airlines airfare for this route is around $311, with deals from around $209 rare but found on momondo. Referenced prices are for round-trip Greenville to Chicago flight searches in the last 72 hours.
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Greenville to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Greenville to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Greenville to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Greenville with this policy.
How can momondo help me find flights from Greenville to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Greenville to Chicago.
I’m not ready to book a flight from Greenville to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Greenville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.