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$121+ Cheap flights from Springfield, IL (SPI) 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — CHI
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheap flight deals from Springfield to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Springfield (SPI) 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 19, 2025.

Round-trip from

$221
(Kiwi.com)

One-way from

$121
(Kiwi.com)

Good round-trip deal

$457 or less

Good one-way deal

$265 or less
From Springfield Capital to Chicago (CHI)
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One-way flight from Springfield Capital to Chicago (CHI)
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Price to beat on a round-trip flight from Springfield Capital to Chicago (CHI).
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Price to beat on a one-way flight from Springfield Capital to Chicago (CHI).
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Find flight deals from Springfield to Chicago

Cheapest flights from Springfield to Chicago
Explore the most affordable flight options available from Springfield to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:07 pmSPI - ORD
1 stop27h 26mMultiple Airlines
Tue 10/216:58 pmORD - SPI
1 stop22h 29mMultiple Airlines
Deal found 9/18$221
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:07 pmSPI - ORD
1 stop14h 07mMultiple Airlines
Tue 10/146:58 pmORD - SPI
1 stop22h 29mMultiple Airlines
Deal found 9/17$236
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:07 pmSPI - ORD
1 stop23h 46mMultiple Airlines
Wed 10/156:00 amORD - SPI
1 stop11h 27mMultiple Airlines
Deal found 9/17$244
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:07 pmSPI - ORD
2 stops16h 43mMultiple Airlines
Sat 10/186:00 amORD - SPI
1 stop11h 27mMultiple Airlines
Deal found 9/18$250
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:12 pmSPI - ORD
1 stop22h 38mMultiple Airlines
Tue 10/76:58 pmORD - SPI
1 stop22h 29mMultiple Airlines
Deal found 9/18$264
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:12 pmSPI - ORD
1 stop20h 00mMultiple Airlines
Wed 10/86:00 amORD - SPI
1 stop11h 27mMultiple Airlines
Deal found 9/18$271
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:07 pmSPI - ORD
1 stop14h 07mMultiple Airlines
Thu 10/169:08 pmORD - SPI
2 stops44h 19mMultiple Airlines
Deal found 9/17$302

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield 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 19, 2025.
Use the filters below to find and compare flights from Springfield to Chicago that are best for you.

Fly from

Springfield

Fly to

Chicago

Route

Depart

Return

Price

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Sat 10/11

6:07 pm-7:14 am

1 stop13h 07m

Chicago O'Hare Intl

Tue 10/14

6:58 pm-5:27 pm

1 stop22h 29m

$236

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Wed 10/8

6:07 pm-8:14 am

1 stop14h 07m

Chicago O'Hare Intl

Tue 10/14

7:43 pm-5:27 pm

2 stops21h 44m

$251

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Wed 10/8

6:07 pm-5:53 pm

1 stop23h 46m

Chicago O'Hare Intl

Sat 10/18

6:00 am-5:27 pm

1 stop11h 27m

$266

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Sat 10/11

6:07 pm-7:14 am

1 stop13h 07m

Chicago O'Hare Intl

Wed 10/15

6:00 am-5:27 pm

1 stop11h 27m

$293

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Wed 10/1

8:12 pm-4:12 pm

1 stop20h 00m

Chicago O'Hare Intl

Thu 10/9

9:08 pm-5:27 pm

2 stops44h 19m

$353

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Wed 10/8

6:07 pm-8:14 am

1 stop14h 07m

Chicago O'Hare Intl

Sat 10/11

6:00 am-5:27 pm

1 stop11h 27m

$356

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Thu 11/6

6:00 am-7:14 am

Nonstop1h 14m

Chicago O'Hare Intl

Sat 11/15

1:58 pm-3:04 pm

Nonstop1h 06m

$373

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Thu 11/27

6:00 am-7:14 am

Nonstop1h 14m

Chicago O'Hare Intl

Wed 12/3

1:56 pm-3:02 pm

Nonstop1h 06m

$389

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Wed 11/26

6:18 pm-7:40 pm

Nonstop1h 22m

Chicago O'Hare Intl

Tue 12/2

4:43 pm-5:48 pm

Nonstop1h 05m

$389

SpringfieldChicago

SPI - ORD

SPIORD

Springfield Capital

Mon 11/24

6:18 pm-7:40 pm

Nonstop1h 22m

Chicago O'Hare Intl

Tue 12/2

10:14 pm-11:19 pm

Nonstop1h 05m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 17 results
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Best time to book a flight from Springfield to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Springfield 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 Springfield to Chicago

What is the cheapest month to book a flight from Springfield, Illinois to Chicago?

Currently, August is the cheapest month in which you can book a flight from Springfield, Illinois to Chicago (average of $245). Flying from Springfield, Illinois 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.

What is the cheapest time of day to fly from SPI to CHI?

Find hourly flight availability from Springfield to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

It’s typically best to fly out from Springfield, Illinois to Chicago in the morning. Doing so could potentially save you 5% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Springfield, Illinois to Chicago

Explore weekly flight availability from Springfield to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 19, 2025.

The most flights from SPI to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

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 September 19, 2025.
See what other customers who have flown with American Airlines from Springfield to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Food

6.4

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Springfield 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 Springfield to Chicago?

    For a flight from Springfield to Chicago, you will be flying from Capital. Springfield Capital (SPI) is just 3.4 mi from the center of the city. Capital is the only Springfield airport and it handles 5 outbound flights to Chicago per day. 1 airline has flights to Chicago from Springfield Capital on a regular basis.

  • What is the cheapest airline to fly from Springfield, Illinois to Chicago round-trip?

    American Airlines, at $299, was found to be the cheapest airline from Springfield, Illinois to Chicago..

  • What are the most reliable airlines from Springfield, Illinois to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Springfield, Illinois to Chicago on time: Envoy Air (84%), Qatar Airways (77%), American Airlines (72%).

  • What are the cheapest flights from Springfield, Illinois to Chicago?

    Looking at all options, your cheapest flight can be booked for $139. While the most popular route (Springfield Capital - Chicago O'Hare Intl) can be booked for $397 on average, our data indicates $970 when flying from Springfield, Illinois to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Springfield 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 Springfield, Illinois to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Springfield, Illinois to Chicago (average of $245). Flying from Springfield, Illinois 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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Alternative routes for Springfield to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Springfield to Chicago

Discover the top airline that operate flights from Springfield 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 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$299Average$400FlexibilityNo cancel feeOn-time71%

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