Cheap flights from Chicago to Los Angeles
The cheapest round trip from Chicago to Los Angeles that travelers found recently is $147 with a carry-on: a $147 fare on Southwest, which usually includes a carry-on. It leaves Mon, Nov 23 and comes back Mon, Nov 30.
Live prices for Mon, Nov 23 to Mon, Nov 30
Cheapest trips travelers found recently
| Leave | Return | Airline | Airports | Stops | Fare | Carry-on (est.) | Total | Live prices |
|---|---|---|---|---|---|---|---|---|
| Mon, Nov 23 | Mon, Nov 30 | Southwest | MDW → LAX | 1 stop | $147 | Included | $147 | Live price |
| Fri, Oct 30 | Mon, Nov 2 | United | ORD → LAX | Nonstop | $173 | Included | $173 | Live price |
| Sun, Nov 8 | Tue, Nov 10 | United | ORD → LAX | Nonstop | $179 | Included | $179 | Live price |
| Fri, Oct 23 | Mon, Oct 26 | United | ORD → LAX | Nonstop | $262 | Included | $262 | Live price |
| Sun, Oct 25 | Sat, Oct 31 | American Airlines | ORD → LAX | Nonstop | $307 | Included | $307 | Live price |
| Thu, Nov 5 | Thu, Nov 12 | Frontier | ORD → LAX | 1 stop | $202 | +$110 | $312 | Live price |
| Fri, Nov 20 | Thu, Nov 26 | Frontier | ORD → ONT | 1 stop | $204 | +$110 | $314 | Live price |
| Fri, Oct 16 | Mon, Oct 19 | Frontier | ORD → LAX | 1 stop | $217 | +$110 | $327 | Live price |
| Thu, Oct 22 | Fri, Oct 30 | Frontier | MDW → ONT | 1 stop | $229 | +$110 | $339 | Live price |
| Fri, Nov 6 | Sun, Nov 8 | Frontier | ORD → ONT | 1 stop | $243 | +$110 | $353 | Live price |
Round-trip prices per person, from real fares travelers found in the last few days. Carry-on fees are our estimate for each airline, both ways. Prices change fast: check the live price before you book.
Cheapest month to fly
| Month | Cheapest trip | From | Live prices |
|---|---|---|---|
| October 2026 | Fri, Oct 30 to Mon, Nov 2, 3 nights | $173 | Live price |
| November 2026 | Mon, Nov 23 to Mon, Nov 30, 7 nights | $147 | Live price |
Bag fees on this route
What the airlines flying Chicago to Los Angeles usually charge for one bag each way. Budget airlines often sell the cheapest fares and charge the most for bags, so compare the total, not the fare.
| Airline | Carry-on, each way | Checked bag, each way |
|---|---|---|
| American Airlines | Included | $40 |
| Frontier | $55 | $50 |
| Southwest | Included | $35 |
| United | Included | $40 |
Our estimates: fees depend on the fare type and when you pay. Check the airline's own price when you book.
How these prices work
These are real round-trip fares that travelers found on Aviasales recently, not a live search, so they can change or sell out. Dipt adds an estimate of each airline's carry-on fee, so a cheap fare with expensive bags doesn't look cheaper than it is. "Live price" opens Dipt's live flight search for those dates, where you book with the airline or travel site you pick. Dipt may earn a commission when you book, at no extra cost to you (how Dipt makes money).
Not sure where to go? Tell Dipt your budget and vibe and it finds the trip.
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