Cheap flights from Los Angeles to Chicago from $144 BUR, LAX, SNA → MDW, ORD, RFD

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $113 to $251.

At $310, the cheapest return found recently is above that range.

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

Could nearby dates be cheaper?

Yes. Among 4-night return fares leaving within 3 days of 30 Dec, 29 Dec – 2 Jan 2027 costs $298: $12 less than the cheapest found recently.

American Airlines · Los Angeles International Airport (LAX) → O'Hare International Airport (ORD) · out nonstop, back nonstop · found 4 days ago

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Every date we hold

338 fares on 15 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $215.

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $36 to $108.

At $144, the cheapest one-way found recently is above that range.

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

Could nearby dates be cheaper?

We hold no other one-way fares leaving within 3 days of 11 Jan 2027 to compare.

Every date we hold

108 fares on 9 departure dates

Which month looks cheapest?

February 2027 is the cheapest month — from $84.

Return

Fares 14 to 29 days before departure were typically 48% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 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.

One-way

Fares 14 to 29 days before departure were typically 63% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (49 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.

How much is a return flight from Los Angeles to Chicago?

The cheapest return found recently is $310 with Southwest Airlines, 30 Dec to 3 Jan 2027, found 2 days ago. The cheapest return we hold, of any age, is $215 with Frontier Airlines, 1 Dec to 5 Dec, found 8 days ago. The cheapest return fare on each of 15 departure dates is usually $259 to $353.

How much is a one-way flight from Los Angeles to Chicago?

The cheapest one-way found recently is $144 with Frontier Airlines, 11 Jan 2027, found 2 days ago. The cheapest one-way we hold, of any age, is $84 with Frontier Airlines, 17 Feb 2027, found 3 days ago. The cheapest one-way fare on each of 9 departure dates is usually $117 to $144.

What is the cheapest month to fly from Los Angeles to Chicago?

December 2026 is the cheapest month for a return, from $215, 1 Dec to 5 Dec, found 8 days ago. February 2027 is the cheapest month for a one-way, from $84, 17 Feb 2027, found 3 days ago.

Every date in December 2026

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

In 49 days of prices between 24 Sept and 11 Nov, return fares 14 to 29 days before departure were typically 48% lower than 0 to 6 days before departure. One-way fares 14 to 29 days before departure were typically 63% lower than 0 to 6 days before departure.

Is there a direct flight from Los Angeles to Chicago?

Yes, the cheapest nonstop return found recently is $310 with Southwest Airlines, 30 Dec to 3 Jan 2027, found 2 days ago. The cheapest nonstop one-way found recently is $174 with Southwest Airlines, 11 Jan 2027, found 2 days ago.

Every nonstop date from Los Angeles to Chicago

How long is the flight from Los Angeles to Chicago?

The cheapest nonstop one-way found recently, with Southwest Airlines on 11 Jan 2027, takes 4 h from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW). The cheapest one-way found recently, with Frontier Airlines on 11 Jan 2027, takes 29 h 41 min with 1 stop, including a 25 h connection.

Which airlines have the cheapest flights from Los Angeles to Chicago?

Between 18 Nov and 19 Mar 2027, Frontier Airlines has the cheapest return on 13 of the 15 departure dates we hold, American Airlines on 1 and Southwest Airlines on 1. Between 17 Dec and 3 May 2027, Frontier Airlines has the cheapest one-way on 8 of the 9 departure dates we hold, and Alaska Airlines on 1.