Flight price alerts: Los Angeles → Chicago
Sample round trips on this route start around EUR 146; August 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 146. Cheapest month in our next-3-month sample: August 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 · 4 nights
- Sun 09 Aug · 13:50
- Return Thu 13 Aug · 14:35
EUR 146
- See deal
- Round trip · 5 nights
- Sun 09 Aug · 13:50
- Return Fri 14 Aug · 06:00
EUR 146
- See deal
- Round trip · 6 nights
- Sun 09 Aug · 13:50
- Return Sat 15 Aug · 06:00
EUR 146
- See deal
- Round trip · 14 nights
- Mon 31 Aug · 09:33
- Return Mon 14 Sept · 06:30
EUR 169
- See deal
- Round trip · 14 nights
- Thu 10 Sept · 18:45
- Return Thu 24 Sept · 13:01
EUR 183
- See deal
- Round trip · 4 nights
- Thu 03 Sept · 15:40
- Return Mon 07 Sept · 20:11
EUR 184
- See deal
- Round trip · 4 nights
- Sat 03 Oct · 10:04
- Return Wed 07 Oct · 06:30
EUR 184
- See deal
- Round trip · 3 nights
- Thu 20 Aug · 15:40
- Return Sun 23 Aug · 20:11
EUR 189
- See deal
- Round trip · 7 nights
- Mon 14 Sept · 20:24
- Return Mon 21 Sept · 20:55
EUR 193
- See deal
- Round trip · 3 nights
- Sat 29 Aug · 23:41
- Return Tue 01 Sept · 14:41
EUR 197
- See deal
- Round trip · 2 nights
- Wed 09 Sept · 11:45
- Return Fri 11 Sept · 13:01
EUR 218
- See deal
- Round trip · 21 nights
- Sat 15 Aug · 23:59
- Return Sat 05 Sept · 21:20
EUR 226
- See deal
- Round trip · 14 nights
- Mon 17 Aug · 00:10
- Return Mon 31 Aug · 20:06
EUR 255
- See deal
- Round trip · 3 nights
- Mon 10 Aug · 09:36
- Return Thu 13 Aug · 17:30
EUR 266
- See deal
- Round trip · 2 nights
- Sun 23 Aug · 23:41
- Return Tue 25 Aug · 21:20
EUR 296
| Depart | Return | Stay | Price | Book |
|---|---|---|---|---|
| Sun 09 Aug · 13:50 | Thu 13 Aug · 14:35 | 4 nights | EUR 146 | See deal |
| Sun 09 Aug · 13:50 | Fri 14 Aug · 06:00 | 5 nights | EUR 146 | See deal |
| Sun 09 Aug · 13:50 | Sat 15 Aug · 06:00 | 6 nights | EUR 146 | See deal |
| Mon 31 Aug · 09:33 | Mon 14 Sept · 06:30 | 14 nights | EUR 169 | See deal |
| Thu 10 Sept · 18:45 | Thu 24 Sept · 13:01 | 14 nights | EUR 183 | See deal |
| Thu 03 Sept · 15:40 | Mon 07 Sept · 20:11 | 4 nights | EUR 184 | See deal |
| Sat 03 Oct · 10:04 | Wed 07 Oct · 06:30 | 4 nights | EUR 184 | See deal |
| Thu 20 Aug · 15:40 | Sun 23 Aug · 20:11 | 3 nights | EUR 189 | See deal |
| Mon 14 Sept · 20:24 | Mon 21 Sept · 20:55 | 7 nights | EUR 193 | See deal |
| Sat 29 Aug · 23:41 | Tue 01 Sept · 14:41 | 3 nights | EUR 197 | See deal |
| Wed 09 Sept · 11:45 | Fri 11 Sept · 13:01 | 2 nights | EUR 218 | See deal |
| Sat 15 Aug · 23:59 | Sat 05 Sept · 21:20 | 21 nights | EUR 226 | See deal |
| Mon 17 Aug · 00:10 | Mon 31 Aug · 20:06 | 14 nights | EUR 255 | See deal |
| Mon 10 Aug · 09:36 | Thu 13 Aug · 17:30 | 3 nights | EUR 266 | See deal |
| Sun 23 Aug · 23:41 | Tue 25 Aug · 21:20 | 2 nights | EUR 296 | See deal |
Frequently asked questions
- How do I get email alerts when Los Angeles to Chicago flights drop in price?
- Create a free FlexTrip Alerts tracker for Los Angeles International Airport (LAX) to Chicago O'Hare International Airport (ORD). Choose your flexible departure window, stay length, and maximum price — we email you when a round trip fits.
- Does FlexTrip Alerts book flights from Los Angeles to Chicago?
- 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 Los Angeles to Chicago 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 Los Angeles to Chicago 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 Los Angeles to Chicago?
- Based on recent fare samples on this page, August 2026 is currently the cheapest month to fly from Los Angeles to Chicago, with round trips from about EUR 146. Prices change — set an alert to catch the next drop.
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