What are the cheapest airlines to fly from Chicago to Springfield one-way?

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from JetBlue and American Airlines, as they are both options that can get you from Chicago to Springfield for a low price.

In terms of precipitation, rainfall in Springfield ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Springfield when rainfall is around 3.1 in.

If weather is an important factor for your trip to Springfield, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

What are the most popular airlines that fly from Chicago to Springfield?

When booking a flight from Chicago to Springfield, you may want to consider flying on United Airlines, American Airlines or Southwest as they are the most popular for this route.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Springfield as you normally would.

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

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

How can I find direct flights from Chicago to Springfield?

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

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

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

Find Cheap Flights from Chicago to Springfield, MA

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Cheapflights Tip: The best prices from Chicago to Springfield are usually found in January or September, booked 69 days in advance, depart on a Saturday or Thursday and return on a Saturday

Find flight deals from Chicago to Springfield

Popular in	April
Cheapest in	January
Average price	$355

Highest demand for flights based on searches. 15% potential increase in price ($78 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in September 2026

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Reviews of airlines servicing Springfield

Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Springfield. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,198 reviews

Reviews

1 / 20

2.0

Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Southwest

8.0

Very good

4,198 reviews

Southwest

8.0

Very good

4,198 reviews

Reviews

1 / 20

2.0

Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

United Airlines

7.4

Good

10,226 reviews

Southwest

8.0

Very good

4,198 reviews

Reviews

1 / 20

2.0

Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

American Airlines

7.0

Good

12,076 reviews

Southwest

8.0

Very good

4,198 reviews

Reviews

1 / 20

2.0

Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Related info for your journey

What are the cheapest airlines to fly from Chicago to Springfield one-way?
The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from JetBlue and American Airlines, as they are both options that can get you from Chicago to Springfield for a low price.
Can I find deals for flights from Chicago to Springfield that include hotel bookings?
Yes. In addition to deals on Chicago to Springfield flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Springfield?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Springfield.
Can I find deals for business class flights from Chicago to Springfield?
Yes. Cheapflights offers flight deals from Chicago to Springfield by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Find cheap flights from Chicago to Springfield with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Springfield

Popular in

Cheapest in

Average price

Reviews of airlines servicing Springfield

Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Springfield. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What are the cheapest airlines to fly from Chicago to Springfield one-way?

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

How can I find direct flights from Chicago to Springfield?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Springfield

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Springfield by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Springfield by cabin class

Find flights from Chicago to Springfield, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Springfield flights

Browse other Chicago and Springfield flight options. Last updated on September 23, 2026.

Other flights from Chicago

Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 23, 2026.

Popular flight searches

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Chicago to Springfield flights

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Cheap flights from Chicago (CHI) to Springfield, MA, MA

Find cheap flights from Chicago to Springfield with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Springfield

Popular in

Cheapest in

Average price

Reviews of airlines servicing Springfield

Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Springfield. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What are the cheapest airlines to fly from Chicago to Springfield one-way?

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

How can I find direct flights from Chicago to Springfield?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Springfield

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Springfield by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Springfield by cabin class

Find flights from Chicago to Springfield, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Springfield flights

Browse other Chicago and Springfield flight options. Last updated on September 23, 2026.

Other flights from Chicago

Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 23, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Chicago to Springfield flights

Consider these flights traveling from Chicago to Springfield.

100% Free

Book with Flexibility

Travel Smart