Flight price alerts: Chicago → London
Sample round trips on this route start around EUR 440; December 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 440. Cheapest month in our next-3-month sample: December 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 · 37 nights
- Wed 09 Dec · 19:10
- Return Fri 15 Jan · 21:05
EUR 440
- See deal
- Round trip · 7 nights
- Wed 11 Nov · 19:00
- Return Wed 18 Nov · 09:50
EUR 686
- See deal
- Round trip · 12 nights
- Wed 23 Dec · 19:55
- Return Mon 04 Jan · 09:30
EUR 725
- See deal
- Round trip · 7 nights
- Tue 17 Nov · 18:30
- Return Tue 24 Nov · 20:35
EUR 729
- See deal
- Round trip · 6 nights
- Sat 14 Nov · 16:20
- Return Fri 20 Nov · 08:25
EUR 761
- See deal
- Round trip · 4 nights
- Mon 16 Nov · 18:30
- Return Fri 20 Nov · 12:15
EUR 820
- See deal
- Round trip · 13 nights
- Wed 23 Dec · 16:40
- Return Tue 05 Jan · 08:40
EUR 1016
| Depart | Return | Stay | Price | Book |
|---|---|---|---|---|
| Wed 09 Dec · 19:10 | Fri 15 Jan · 21:05 | 37 nights | EUR 440 | See deal |
| Wed 11 Nov · 19:00 | Wed 18 Nov · 09:50 | 7 nights | EUR 686 | See deal |
| Wed 23 Dec · 19:55 | Mon 04 Jan · 09:30 | 12 nights | EUR 725 | See deal |
| Tue 17 Nov · 18:30 | Tue 24 Nov · 20:35 | 7 nights | EUR 729 | See deal |
| Sat 14 Nov · 16:20 | Fri 20 Nov · 08:25 | 6 nights | EUR 761 | See deal |
| Mon 16 Nov · 18:30 | Fri 20 Nov · 12:15 | 4 nights | EUR 820 | See deal |
| Wed 23 Dec · 16:40 | Tue 05 Jan · 08:40 | 13 nights | EUR 1016 | See deal |
Frequently asked questions
- How do I get email alerts when Chicago to London flights drop in price?
- Create a free FlexTrip Alerts tracker for Chicago O'Hare International Airport (ORD) to London (All Airports) (LON). 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 London?
- 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 London 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 London 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 London?
- Based on recent fare samples on this page, December 2026 is currently the cheapest month to fly from Chicago to London, with round trips from about EUR 440. Prices change — set an alert to catch the next drop.
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