$125 Cheap flight deals from Anderson (GSP) to Chicago (CHI)

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This Weekend's Flight Deals from Anderson to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 25 - Fri, May 31
GSP
Greenville-Spartanburg Intl.
ORD
O'Hare Intl.
$454 Roundtrip, found 8 hours ago
$454
Roundtrip
found 8 hours ago
Select United flight, departing Sat, May 25 from Greenville-Spartanburg Intl. to O'Hare Intl., returning Fri, May 31, priced at $454 found 8 hours ago
Fri, May 24 - Tue, May 28
GSP
Greenville-Spartanburg Intl.
MDW
Midway Intl.
$544 Roundtrip, found 3 days ago
$544
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 24 from Greenville-Spartanburg Intl. to Midway Intl., returning Tue, May 28, priced at $544 found 3 days ago

Airfares from $125 One Way, $242 Round Trip from Anderson to Chicago

Prices starting at $242 for return flights and $125 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 31 - Sat, Sep 7
GSP
Greenville
ORD
Chicago
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 31 from Greenville to Chicago, returning Sat, Sep 7, priced at $242 found 1 day ago
Wed, Jul 24 - Sat, Aug 3
GSP
Greenville
ORD
Chicago
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 24 from Greenville to Chicago, returning Sat, Aug 3, priced at $259 found 2 days ago
Sat, Sep 7 - Sat, Sep 14
GSP
Greenville
ORD
Chicago
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 7 from Greenville to Chicago, returning Sat, Sep 14, priced at $261 found 2 days ago
Wed, Jul 24 - Sat, Aug 3
GSP
Greenville
ORD
Chicago
$265 Roundtrip, found 2 days ago
$265
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jul 24 from Greenville to Chicago, returning Sat, Aug 3, priced at $265 found 2 days ago
Sun, May 26 - Fri, May 31
GSP
Greenville
ORD
Chicago
$266 Roundtrip, found 6 days ago
$266
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, May 26 from Greenville to Chicago, returning Fri, May 31, priced at $266 found 6 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago
4.5-star property

The Westin Michigan Avenue Chicago

8.6/10 Excellent! (1,002 reviews)

Jul 4 - Jul 7

3 night stay

Greenville (GSP) to Chicago (ORD)

United • Roundtrip • Coach
per person
Nice location. Friendly staff

Reviewed on Mar 18, 2024

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.2/10 Wonderful! (3,511 reviews)

Jul 4 - Jul 7

3 night stay

Greenville (GSP) to Chicago (ORD)

United • Roundtrip • Coach
per person
We loved that we could have an early check-in.

Reviewed on Mar 31, 2024

Sheraton Grand Chicago Riverwalk
4.0-star property

Sheraton Grand Chicago Riverwalk

8.4/10 Very Good! (1,389 reviews)

Jul 4 - Jul 7

3 night stay

Greenville (GSP) to Chicago (ORD)

United • Roundtrip • Coach
per person
Came for work trip and enjoyed the stay but had to ask for fridge for my room.

Reviewed on May 5, 2024

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More About Flying To Chicago from Anderson

Route Information for Flights from Anderson to Chicago

Origin Airport IATA Code
GSP
Destination Airport IATA Code
CHI
Distance
577 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Alaska Airlines, Air Canada, ANA, Air New Zealand, Lufthansa, United Airlines
Earliest Flight Arrival
11:23AM UTC
Latest Flight Arrival
10:55PM UTC

Anderson to Chicago

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Frequently asked questions

Are there non-stop flights from Anderson to Chicago?
Yes, you’ll be pleased to hear that you can jet straight from Roger Milliken Field to O’Hare Intl. Airport (ORD). Direct flights can be booked with United Airlines and American Airlines.
What is the shortest flight from Anderson to Chicago?
If the weather is good and there are no unexpected hiccups, you could be jetting into MDW from GSP in just 2 hours and 42 minutes. With such a fast flight time, think about taking carry-on luggage only.
What airlines fly from Anderson to Chicago most frequently?
Take a look at United Airlines (UA). This airline offers some of the most frequent flights from Roger Milliken Field to ORD. It operates 91 services on this route each month and is popular with passengers. American Airlines (AA) will also take you to your destination in style and comfort. Offering 52 monthly flights between Anderson and Chicago, it’s another popular airline to look into.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.