$254+ Cheap flights from Springfield, IL (SPI) 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — CHI
Nov 26 — Dec 31
Round-trip
1 adult, Economy
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Find cheap flights from Springfield to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Springfield to Chicago
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Best
Last-minute
One-way
Cheapest flights from Springfield to ChicagoExplore 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 October 27, 2026.
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 October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/187:36 pm -
1 stop13h 10m
Wed 12/25:35 am -
1 stop13h 21m
Deal found 10/25![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/24![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Wed 11/189:51 am -
1 stop9h 05m
Deal found 10/24![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Sat 11/147:05 am -
2 stops12h 48m
Deal found 10/24![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/97:36 pm -
1 stop13h 42m
Sat 12/125:35 am -
1 stop14h 23m
Deal found 10/23![Multiple Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 11/213:01 pm -
Nonstop1h 19m
Sat 11/2811:05 pm -
Nonstop1h 08m
Deal found 10/24![American Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sat 11/148:33 pm -
1 stop12h 13m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/24![Multiple Airlines logo]()
$377
Best flights from Springfield to ChicagoDiscover carefully curated flight deals from Springfield to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Springfield to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/187:36 pm -
2 stops24h 57m
Wed 12/25:35 am -
1 stop13h 21m
Deal found 10/25![Multiple Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 11/213:01 pm -
Nonstop1h 19m
Sat 11/2811:05 pm -
Nonstop1h 08m
Deal found 10/24![American Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 12/97:36 pm -
1 stop13h 42m
Sat 12/125:35 am -
1 stop14h 23m
Deal found 10/23![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sat 11/148:33 pm -
1 stop12h 13m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/24![Multiple Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 10/23. 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 12/93:12 pm -
Nonstop1h 17m
Sat 12/121:28 pm -
Nonstop1h 12m
Deal found 10/23![American Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/27:36 pm -
1 stop29h 23m
Wed 12/95:35 am -
1 stop13h 21m
Deal found 10/27![Multiple Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/26:00 am -
Nonstop1h 21m
Wed 12/91:28 pm -
Nonstop1h 12m
Deal found 10/27![American Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/117:36 pm -
1 stop13h 10m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/26![Multiple Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Sat 12/53:12 pm -
Nonstop1h 17m
Sun 12/611:05 pm -
Nonstop1h 17m
Deal found 10/25![American Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/113:11 pm -
Nonstop1h 19m
Tue 11/1711:05 pm -
Nonstop1h 05m
Deal found 10/26![American Airlines logo]()
$501
Last-minute flights from Springfield to ChicagoDiscover last-minute flight deals from Springfield to Chicago. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Springfield to Chicago. Data last updated October 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/24![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Wed 11/189:51 am -
1 stop9h 05m
Deal found 10/24![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 11/117:36 pm -
1 stop13h 10m
Sat 11/147:05 am -
2 stops12h 48m
Deal found 10/24![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sat 11/148:33 pm -
1 stop12h 13m
Tue 11/177:35 pm -
2 stops23h 21m
Deal found 10/24![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Sat 11/148:33 pm -
2 stops14h 50m
Wed 11/189:51 am -
1 stop9h 05m
Deal found 10/24![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/187:36 pm -
1 stop13h 10m
Wed 12/25:35 am -
1 stop13h 21m
Deal found 10/25![Multiple Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 11/213:01 pm -
Nonstop1h 19m
Sat 11/2811:05 pm -
Nonstop1h 08m
Deal found 10/24![American Airlines logo]()
$368
One-way flights from Springfield to ChicagoSearch for one-way flight options from Springfield to Chicago. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
Search for one-way flight options from Springfield to Chicago. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 1/35:10 am -
Nonstop1h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/106:05 am -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 11/205:11 am -
Nonstop1h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$462
Find 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 October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $254 (Kiwi.com) |
Good round-trip deal | $523 or less |
Good one-way deal | $420 or less |
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 7,457,451 searches. Data last updated October 27, 2026.
Use the filters below to find and compare flights from Springfield to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Wed 11/18
7:36 pm-8:33 pm
2 stops24h 57m
Chicago O'Hare Intl
Wed 12/2
5:35 am-6:56 pm
1 stop13h 21m
$321
Quickest round-trip
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Sun 1/3
5:10 am-6:28 am
Nonstop1h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$330
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Wed 12/9
7:36 pm-9:18 am
1 stop13h 42m
Chicago O'Hare Intl
Sat 12/12
5:35 am-7:58 pm
1 stop14h 23m
$354
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Sat 11/21
3:01 pm-4:20 pm
Nonstop1h 19m
Chicago O'Hare Intl
Sat 11/28
11:05 pm-12:13 am
Nonstop1h 08m
$368
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Sat 11/14
8:33 pm-8:46 am
1 stop12h 13m
Chicago O'Hare Intl
Tue 11/17
7:35 pm-6:56 pm
2 stops23h 21m
$377
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Tue 11/10
6:05 am-7:30 am
Nonstop1h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$397
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Tue 12/1
3:01 pm-4:20 pm
Nonstop1h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$397
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Wed 12/2
7:36 pm-12:59 am
1 stop29h 23m
Chicago O'Hare Intl
Wed 12/9
5:35 am-6:56 pm
1 stop13h 21m
$409
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Wed 11/11
7:36 pm-8:46 am
1 stop13h 10m
Chicago O'Hare Intl
Tue 11/17
7:35 pm-6:56 pm
2 stops23h 21m
$449
SpringfieldChicago
SPI Springfield Capital - ORD Chicago O'Hare Intl
SPIORD
Springfield Capital
Wed 12/9
3:12 pm-4:29 pm
Nonstop1h 17m
Chicago O'Hare Intl
Sat 12/12
1:28 pm-2:40 pm
Nonstop1h 12m
$455
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Springfield to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Springfield to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Springfield, Illinois-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Springfield, Illinois-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Springfield, Illinois-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Springfield, Illinois-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Springfield, Illinois-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
SPI-CHI
SPI-ORD
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
SPI-CHI
SPI-ORD
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 October 27, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Springfield, Illinois to Chicago as you normally would.
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 27, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Springfield to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Springfield and Chicago flights
Browse other Springfield and Chicago flight options. Last updated on October 27, 2026.
Other flights from Springfield
Browse through other flights departing from Springfield. Flights are based on user searches made on Cheapflights and were last updated on October 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$365 | Average$504 | FlexibilityNo cancel fee | On-time71% |