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Cheap flights from Springfield to Chicago from $449 SGF → ORD

Springfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)

The cheapest return found recently is $449 with American Airlines, 21 Apr 2027 – 20 May 2027, found 2 days ago.

Cheapest return found recently
$449, 21 Apr 2027 to 20 May 2027
Usual return price
$325 to $387
Cheapest month to fly
December 2026, return fares from $325 found in the last 7 days

Return

The cheapest return fare on each of 3 departure dates is usually $325 to $387.

Cheapest return found recently

$449

21 Apr 2027 – 20 May 2027 · American Airlines

Springfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)

Leaves 10:21 a.m. · Return leaves 8:10 a.m. · 3 h 38 min of travel, both ways together

out nonstop, back nonstop

found 2 days ago

See prices for these datesCheck today's price

Cheapest nonstop return

$449

21 Apr 2027 – 20 May 2027 · American Airlines

Springfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)

Leaves 10:21 a.m. · Return leaves 8:10 a.m. · 3 h 38 min of travel, both ways together

out nonstop, back nonstop

found 2 days ago

See prices for these datesCheck today's price

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Found recently, and the cheapest we hold

Cheapest found recently $449 21 Apr 2027 – 20 May 2027found 2 days agoSee prices for these dates

Cheapest we hold, of any age $325 3 Dec – 7 Decfound 7 days agoSee prices for these dates

What have prices looked like?

Over 23 days, 5 Oct to 11 Nov, the cheapest return we saw each day was $264 to $717.

$449, the cheapest return found recently, sits here in that range of $264 to $717.

23 days is a short history, so treat this range as an early guide.

Those were the prices on those days, not today's.

Is this a good return price?

Compared with the cheapest return fare on each of 3 departure dates from 3 Dec to 21 Apr 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.

Could nearby dates be cheaper?

We hold no other 29-night return fares leaving within 3 days of 21 Apr 2027 to compare.

Every date we hold

3 fares on 3 departure dates

3 Dec – 7 Dec: $325, found 7 days ago4 Dec – 7 Dec: $325, found 7 days ago21 Apr 2027 – 20 May 2027: $449, found 2 days agoDecApr
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
3 Dec – 7 Dec$325American AirlinesSpringfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)out nonstop, back nonstopfound 7 days agoSee prices for these dates
4 Dec – 7 Dec$325American AirlinesSpringfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)out nonstop, back nonstopfound 7 days agoSee prices for these dates
21 Apr 2027 – 20 May 2027$449American AirlinesSpringfield-Branson National Airport (SGF) → O'Hare International Airport (ORD)out nonstop, back nonstopfound 2 days agoSee prices for these dates

Which month looks cheapest?

December 2026 is the cheapest month — from $325.

December 2026From $325Cheapest seen2 departure dates3 Dec – 7 Dec · found 7 days agoSee prices for these dates
April 2027From $4491 departure date21 Apr 2027 – 20 May 2027 · found 2 days agoSee prices for these dates

Premium cabin fares from Springfield to Chicago

We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.

How far ahead were prices cheapest for Springfield to Chicago?

Return

Fares 30 to 59 days before departure were typically 19% lower than 0 to 6 days before departure.

From the cheapest return each day between 5 Oct and 11 Nov (23 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

See these ranges as a table
Typical price in each booking range — round trip, per traveler in Economy.
Booked ahead byTypical fareCheapest dayAbove the cheapestDays of prices
0–6 days$363$264+23%7
14–29 days$325$296+10%7
30–59 days$296$296Cheapest seen7

Live price for these dates

The cheapest return found recently is for 21 Apr 2027 – 20 May 2027. A live search on this page shows what those dates cost now, for one adult in economy.

Questions about this trip

How much is a return flight from Springfield to Chicago?

The cheapest return found recently is $449 with American Airlines, 21 Apr 2027 to 20 May 2027, found 2 days ago. The cheapest return we hold, of any age, is $325 with American Airlines, 3 Dec to 7 Dec, found 7 days ago. The cheapest return fare on each of 3 departure dates is usually $325 to $387.

What is the cheapest month to fly from Springfield to Chicago?

December 2026 is the cheapest month for a return, from $325, 3 Dec to 7 Dec, found 7 days ago.

How far ahead should I book a flight from Springfield to Chicago?

In 23 days of prices between 5 Oct and 11 Nov, return fares 30 to 59 days before departure were typically 19% lower than 0 to 6 days before departure.

Is there a direct flight from Springfield to Chicago?

Yes, the cheapest nonstop return found recently is $449 with American Airlines, 21 Apr 2027 to 20 May 2027, found 2 days ago.

Which airlines have the cheapest flights from Springfield to Chicago?

Between 3 Dec and 21 Apr 2027, American Airlines has the cheapest return on all 3 departure dates we hold.

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work