Cheap flights from Portsmouth to Chicago

LHR — CHI
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Portsmouth to Chicago

Popular in

August

Cheapest in

February

Average price

£638
Highest demand for flights based on searches. 10% potential increase in price (£58 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Average for round-trip flights in October 2026

Cheapflights Insights

Everything you need to know about your flight from Portsmouth to Chicago

What is the cheapest time of day to fly from P0R to CHI?

When flying from Portsmouth to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

  • What are the most reliable airlines from Portsmouth to Chicago?

    Consider Air Canada (88%), Austrian Airlines (88%) or United Airlines (88%) when booking your flight. These represent the most reliable airlines when flying from Portsmouth to Chicago.

  • What are the cheapest flights from Portsmouth to Chicago?

    On average you can expect to pay £1,679 for a flight from Portsmouth to Chicago. The cheapest flight overall is £411 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £849.

  • Can I find deals for flights from Portsmouth to Chicago that include hotel bookings?

    Yes. In addition to deals on Portsmouth to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Portsmouth to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portsmouth to Chicago.

  • Can I find deals for business class flights from Portsmouth to Chicago?

    Yes. Cheapflights offers flight deals from Portsmouth to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Portsmouth to Chicago

Top 10 airlines flying from Portsmouth to Chicago

AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£213Average£642FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
IcelandairCheapest£357Average£513FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
TAP AIR PORTUGALCheapest£390Average£589FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesCheapest£394Average£564FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
Brussels AirlinesCheapest£408Average£856FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
British AirwaysCheapest£425Average£695FlexibilityNo cancel feeOn-time70%
Search British Airways flights
FinnairCheapest£431Average£732FlexibilityNo cancel feeOn-time76%
Search Finnair flights
American AirlinesCheapest£436Average£774FlexibilityNo cancel feeOn-time71%
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JetBlueCheapest£446Average£687FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
Austrian AirlinesCheapest£450Average£696FlexibilityNo cancel feeOn-time78%
Search Austrian Airlines flights

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Deals for Portsmouth to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Portsmouth to Chicago?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Portsmouth to Chicago.

Can Cheapflights find flights from Portsmouth to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Portsmouth? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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