Chicago

$286+ Cheap flights from Columbus, MS (GTR) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
GTR — CHI
Oct 15 — Oct 221
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Cheap flight deals from Columbus to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Columbus (GTR) 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 September 15, 2025.

Round-trip from

$286
(Delta)
From Columbus Golden Triangle Reg. to Chicago (CHI)

Find flight deals from Columbus to Chicago

Cheapest flights from Columbus to Chicago
Explore the most affordable flight options available from Columbus to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/13. 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 10/252:31 pmGTR - ORD
1 stop4h 18mDelta
Wed 10/296:45 amORD - GTR
1 stop7h 06mDelta
Deal found 9/13$286
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/163:50 pmGTR - ORD
1 stop8h 03mAmerican Airlines
Mon 10/209:45 pmORD - GTR
1 stop17h 33mAmerican Airlines
Deal found 9/13$419
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/83:50 pmGTR - ORD
2 stops15h 33mAmerican Airlines
Sun 10/129:45 pmORD - GTR
1 stop17h 34mAmerican Airlines
Deal found 9/14$429
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 11/253:42 pmGTR - ORD
2 stops15h 41mAmerican Airlines
Sun 11/308:10 amORD - GTR
1 stop7h 02mAmerican Airlines
Deal found 9/14$688
This Delta deal was found by Cheapflights users on 9/15. 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 11/256:00 amGTR - MDW
1 stop5h 52mDelta
Sun 11/305:34 pmMDW - GTR
1 stop4h 13mDelta
Deal found 9/15$958

Cheapflights Fare Finder

 
Customize your flight search to find flights from Columbus 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 September 15, 2025.
Use the filters below to find and compare flights from Columbus to Chicago that are best for you.

Fly from

Columbus

Fly to

Chicago

Route

Depart

Return

Price

ColumbusChicago

GTR - ORD

GTRORD

Columbus Golden Triangle Reg.

Sat 10/25

2:31 pm-6:49 pm

1 stop4h 18m

Chicago O'Hare Intl

Wed 10/29

6:45 am-1:51 pm

1 stop7h 06m

$286

ColumbusChicago

GTR - ORD

GTRORD

Columbus Golden Triangle Reg.

Tue 3/3

2:37 pm-9:14 pm

1 stop6h 37m

Chicago O'Hare Intl

Wed 3/4

10:35 am-9:08 pm

2 stops10h 33m

$292

ColumbusChicago

GTR - ORD

GTRORD

Columbus Golden Triangle Reg.

Tue 3/3

3:20 pm-9:15 pm

1 stop5h 55m

Chicago O'Hare Intl

Wed 3/4

6:46 am-2:49 pm

1 stop8h 03m

$346

ColumbusChicago

GTR - MDW

GTRMDW

Columbus Golden Triangle Reg.

Tue 11/25

6:00 am-11:52 am

1 stop5h 52m

Chicago Midway

Sun 11/30

5:34 pm-9:47 pm

1 stop4h 13m

$958

ColumbusChicago

GTR - MDW

GTRMDW

Columbus Golden Triangle Reg.

Sat 10/11

6:02 am-5:43 pm

2 stops11h 41m

Chicago Midway

Mon 10/13

5:04 pm-9:30 pm

1 stop4h 26m

$1,354

ColumbusChicago

GTR - MDW

GTRMDW

Columbus Golden Triangle Reg.

Sun 9/28

6:17 am-11:48 am

1 stop5h 31m

$734

ColumbusChicago

GTR - ORD

GTRORD

Columbus Golden Triangle Reg.

Sun 9/28

6:17 am-12:24 pm

1 stop6h 07m

$945

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Best time to book a flight from Columbus to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Columbus with our price prediction graph.
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 Columbus to Chicago

What is the cheapest month to book a flight from Columbus, Mississippi to Chicago?

Currently, August is the cheapest month in which you can book a flight from Columbus, Mississippi to Chicago (average of $245). Flying from Columbus, Mississippi to Chicago in March is currently the most expensive (average of $321). 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.

Related info for your journey

Find useful and relevant information for your journey from Columbus to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Columbus to Chicago?

    Most people fly from Columbus Golden Triangle Reg. (GTR) if they book a flight from Columbus to Chicago. On average, Golden Triangle Reg. has 0 outbound flights to Chicago per day from 1 airline. Columbus Golden Triangle Reg. is conveniently located just 9.9 mi from Columbus’s city center.

  • How long is the flight from Columbus, Mississippi to Chicago?

    Airlines like Delta fly from Columbus, Mississippi to Chicago in about 4h 18m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 590 mi.

  • Can I find deals for flights from Columbus to Chicago that include hotel bookings?

    Yes. In addition to deals on Columbus to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Columbus to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Columbus to Chicago.

  • Can I find deals for business class flights from Columbus to Chicago?

    Yes. Cheapflights offers flight deals from Columbus to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Columbus, Mississippi to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Columbus, Mississippi to Chicago (average of $245). Flying from Columbus, Mississippi to Chicago in March is currently the most expensive (average of $321). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Columbus to Chicago

Discover the top airline that operate flights from Columbus 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$266Average$696FlexibilityNo cancel feeOn-timeN/A

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