Flight price alerts: Chicago → Los Angeles
Sample round trips on this route start around EUR 163; September 2026 is often the cheapest month in our next-3-month window. FlexTrip Alerts is a free email service — set flexible travel dates and a max price, and we notify you when a round trip fits. We check fares about four times per day; we do not sell tickets.
Set a free tracker with flexible dates and your max price. We email you only when a round trip fits.
Sample fares from EUR 163. Cheapest month in our next-3-month sample: September 2026.
Set an alert and we email you when a round trip drops under your limit.
Set a price alertRound trips on this route
Cheapest-seen sample fares (next 3 months) — confirm the final price on the booking site when you click through.
Last updated .
- See deal
- Round trip · 7 nights
- Mon 14 Sept · 06:30
- Return Mon 21 Sept · 20:24
EUR 163
- See deal
- Round trip · 19 nights
- Wed 09 Sept · 13:01
- Return Mon 28 Sept · 20:24
EUR 167
- See deal
- Round trip · 6 nights
- Fri 21 Aug · 20:11
- Return Thu 27 Aug · 15:40
EUR 173
- See deal
- Round trip · 18 nights
- Thu 10 Sept · 13:01
- Return Mon 28 Sept · 20:24
EUR 174
- See deal
- Round trip · 3 nights
- Wed 16 Sept · 06:30
- Return Sat 19 Sept · 11:45
EUR 175
- See deal
- Round trip · 4 nights
- Fri 14 Aug · 21:57
- Return Tue 18 Aug · 09:37
EUR 176
- See deal
- Round trip · 2 nights
- Sun 23 Aug · 20:11
- Return Tue 25 Aug · 09:37
EUR 176
- See deal
- Round trip · 3 nights
- Mon 14 Sept · 13:01
- Return Thu 17 Sept · 20:24
EUR 181
- See deal
- Round trip · 2 nights
- Mon 24 Aug · 20:11
- Return Wed 26 Aug · 15:40
EUR 182
- See deal
- Round trip · 3 nights
- Fri 21 Aug · 14:41
- Return Mon 24 Aug · 09:33
EUR 192
- See deal
- Round trip · 1 night
- Fri 28 Aug · 21:20
- Return Sat 29 Aug · 23:41
EUR 197
- See deal
- Round trip · 3 nights
- Sun 06 Sept · 21:20
- Return Wed 09 Sept · 11:45
EUR 200
- See deal
- Round trip · 7 nights
- Mon 07 Sept · 20:11
- Return Mon 14 Sept · 20:24
EUR 205
- See deal
- Round trip · 7 nights
- Fri 21 Aug · 21:20
- Return Fri 28 Aug · 06:55
EUR 208
- See deal
- Round trip · 2 nights
- Fri 04 Sept · 06:00
- Return Sun 06 Sept · 08:17
EUR 209
| Depart | Return | Stay | Price | Book |
|---|---|---|---|---|
| Mon 14 Sept · 06:30 | Mon 21 Sept · 20:24 | 7 nights | EUR 163 | See deal |
| Wed 09 Sept · 13:01 | Mon 28 Sept · 20:24 | 19 nights | EUR 167 | See deal |
| Fri 21 Aug · 20:11 | Thu 27 Aug · 15:40 | 6 nights | EUR 173 | See deal |
| Thu 10 Sept · 13:01 | Mon 28 Sept · 20:24 | 18 nights | EUR 174 | See deal |
| Wed 16 Sept · 06:30 | Sat 19 Sept · 11:45 | 3 nights | EUR 175 | See deal |
| Fri 14 Aug · 21:57 | Tue 18 Aug · 09:37 | 4 nights | EUR 176 | See deal |
| Sun 23 Aug · 20:11 | Tue 25 Aug · 09:37 | 2 nights | EUR 176 | See deal |
| Mon 14 Sept · 13:01 | Thu 17 Sept · 20:24 | 3 nights | EUR 181 | See deal |
| Mon 24 Aug · 20:11 | Wed 26 Aug · 15:40 | 2 nights | EUR 182 | See deal |
| Fri 21 Aug · 14:41 | Mon 24 Aug · 09:33 | 3 nights | EUR 192 | See deal |
| Fri 28 Aug · 21:20 | Sat 29 Aug · 23:41 | 1 night | EUR 197 | See deal |
| Sun 06 Sept · 21:20 | Wed 09 Sept · 11:45 | 3 nights | EUR 200 | See deal |
| Mon 07 Sept · 20:11 | Mon 14 Sept · 20:24 | 7 nights | EUR 205 | See deal |
| Fri 21 Aug · 21:20 | Fri 28 Aug · 06:55 | 7 nights | EUR 208 | See deal |
| Fri 04 Sept · 06:00 | Sun 06 Sept · 08:17 | 2 nights | EUR 209 | See deal |
Frequently asked questions
- How do I get email alerts when Chicago to Los Angeles flights drop in price?
- Create a free FlexTrip Alerts tracker for Chicago O'Hare International Airport (ORD) to Los Angeles International Airport (LAX). Choose your flexible departure window, stay length, and maximum price — we email you when a round trip fits.
- Does FlexTrip Alerts book flights from Chicago to Los Angeles?
- No — we do not sell tickets. FlexTrip Alerts watches prices and emails you when a fare matches your plan. You book on the airline or travel site you prefer when you receive an alert.
- Can I set flexible travel dates for Chicago to Los Angeles alerts?
- Yes. Pick a departure window (not one fixed day) and how many nights you can stay. We match round trips that fit your window, stay length, and max price — then email you when one qualifies.
- How often does FlexTrip Alerts check Chicago to Los Angeles fares?
- We scan aggregated fares on a schedule — about four times per day (every ~6 hours, UTC). You can also trigger an on-demand check from your dashboard, with a short cooldown between manual refreshes.
- What is the cheapest month to fly from Chicago to Los Angeles?
- Based on recent fare samples on this page, September 2026 is currently the cheapest month to fly from Chicago to Los Angeles, with round trips from about EUR 163. Prices change — set an alert to catch the next drop.
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