How long is the flight from Portsmouth to Chicago?

For as low as £619, British Airways can have you in Chicago from Portsmouth in 15h 55m. The distance from Portsmouth to Chicago is about 3921 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

What are the cheapest flights from Portsmouth to Chicago?

On average you can expect to pay £2,938 for a flight from Portsmouth to Chicago. The cheapest flight overall is £412 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £631.

What are the most reliable airlines from Portsmouth to Chicago?

Consider Air Canada (87%), Austrian Airlines (87%) or United Airlines (87%) when booking your flight. These represent the most reliable airlines when flying from Portsmouth to Chicago.

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.

£440+ Cheap Flights from Portsmouth to Chicago

Cheap flight deals from Portsmouth to Chicago

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Portsmouth to Chicago
Explore the most affordable flight options available from Portsmouth to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 September 2026.

Thu 15/1009:20 -

1 stop15h 55m

Thu 22/1015:45 -

1 stop10h 55m

Deal found 31/8£583

Thu 24/920:00 -

1 stop24h 00m

Mon 28/915:45 -

1 stop10h 55m

Deal found 2/9£629

Thu 17/920:00 -

1 stop24h 00m

Tue 22/921:00 -

1 stop13h 50m

Deal found 4/9£630

Thu 15/1020:00 -

2 stops22h 30m

Thu 22/1016:55 -

2 stops17h 55m

Deal found 31/8£637

Sun 11/1020:00 -

1 stop24h 00m

Sun 18/1015:45 -

1 stop10h 55m

Deal found 31/8£646

Sun 11/1009:15 -

2 stops19h 18m

Sun 18/1013:27 -

2 stops13h 08m

Deal found 31/8£1,729

Fri 16/1009:05 -

2 stops19h 28m

Fri 23/1013:27 -

2 stops13h 18m

Deal found 1/9£2,208

Thu 15/1009:05 -

2 stops19h 28m

Thu 22/1018:44 -

2 stops16h 06m

Deal found 4/9£2,236

Find flight deals from Portsmouth to Chicago

Round-trip from	£583
One-way from	£440
Popular in	August
Cheapest in	February
Average price	£565

Aer Lingus
15/10-22/10
2 total stops
26h 50m total
Portsmouth to Chicago

Search Deals

30/12-31/12
2 total stops
27h 20m total
Portsmouth to Chicago

Search Deals

Highest demand for flights based on searches. 11% potential increase in price (£56 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Wed 30/12

09:20-16:45

3 stops37h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£442

Fastest return journey

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Wed 30/12

08:40-14:25

1 stop11h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£468

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Mon 9/11

09:20-18:20

1 stop15h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£489

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Thu 5/11

09:20-13:01

2 stops33h 41m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£529

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Wed 13/1

09:20-19:15

1 stop15h 55m

Chicago O'Hare Intl

Sun 17/1

21:00-16:35

1 stop13h 35m

£619

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Wed 13/1

09:20-19:15

1 stop15h 55m

Chicago O'Hare Intl

Mon 18/1

20:45-08:40

2 stops29h 55m

£625

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Wed 13/1

09:20-19:15

1 stop15h 55m

Chicago O'Hare Intl

Tue 19/1

21:00-08:40

1 stop29h 40m

£626

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Thu 24/9

20:00-14:00

1 stop24h 00m

Chicago O'Hare Intl

Mon 28/9

15:45-08:40

1 stop10h 55m

£629

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Thu 17/9

20:00-14:00

1 stop24h 00m

Chicago O'Hare Intl

Tue 22/9

21:00-16:50

1 stop13h 50m

£630

SouthamptonChicago

SOU Southampton Eastleigh - ORD Chicago O'Hare Intl

SOUORD

Southampton Eastleigh

Thu 15/10

20:00-12:30

2 stops22h 30m

Chicago O'Hare Intl

Thu 22/10

16:55-16:50

2 stops17h 55m

£637

Flights are sorted by cheapest return flights first.

Deals found on 31/8

Showing 1-10 of 25 resultsSorted by cheapest first

Best time to book a flight from Portsmouth to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Portsmouth with our price prediction graph.

SOU-ORD

SOU-MDW

Estimated return price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

P0R-CHI

SOU-ORD

SOU-MDW

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.

Weekly flight availability from Portsmouth to Chicago

The most flights from P0R to CHI are scheduled on a Wednesday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).

Related info for your journey

How long is the flight from Portsmouth to Chicago?
For as low as £619, British Airways can have you in Chicago from Portsmouth in 15h 55m. The distance from Portsmouth to Chicago is about 3921 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the most reliable airlines from Portsmouth to Chicago?
Consider Air Canada (87%), Austrian Airlines (87%) or United Airlines (87%) 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 £2,938 for a flight from Portsmouth to Chicago. The cheapest flight overall is £412 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £631.
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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Heathrow to O'Hare Intl flights

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Top 10 airlines flying from Portsmouth to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Virgin Atlantic	Cheapest£327	Average£633	FlexibilityNo cancel fee	On-time72%	Search Virgin Atlantic flights
Icelandair	Cheapest£352	Average£505	FlexibilityNo cancel fee	On-time76%	Search Icelandair flights
Scandinavian Airlines	Cheapest£380	Average£540	FlexibilityNo cancel fee	On-time77%	Search Scandinavian Airlines flights
JetBlue	Cheapest£381	Average£678	FlexibilityNo cancel fee	On-time62%	Search JetBlue flights
TAP AIR PORTUGAL	Cheapest£384	Average£571	FlexibilityNo cancel fee	On-timeN/A	Search TAP AIR PORTUGAL flights
Brussels Airlines	Cheapest£391	Average£637	FlexibilityNo cancel fee	On-timeN/A	Search Brussels Airlines flights
Lufthansa	Cheapest£402	Average£658	FlexibilityNo cancel fee	On-time76%	Search Lufthansa flights
British Airways	Cheapest£404	Average£678	FlexibilityNo cancel fee	On-time70%	Search British Airways flights
United Airlines	Cheapest£420	Average£745	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Finnair	Cheapest£425	Average£700	FlexibilityNo cancel fee	On-time76%	Search Finnair flights

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How does Cheapflights help users find flights from Portsmouth to Chicago?

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.

Can Cheapflights notify me if prices for flights from Portsmouth to Chicago become cheaper?

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Cheap flights from Portsmouth to Chicago from £440

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Portsmouth to Chicago

Cheapest flights from Portsmouth to ChicagoExplore the most affordable flight options available from Portsmouth to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 September 2026.

Explore the most affordable flight options available from Portsmouth to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 September 2026.

Best flights from Portsmouth to ChicagoDiscover carefully curated flight deals from Portsmouth to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 September 2026.

Discover carefully curated flight deals from Portsmouth to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 September 2026.

Last-minute flights from Portsmouth to ChicagoDiscover last-minute flight deals from Portsmouth to Chicago. Data last updated 5 September 2026 and is based on user searches.

Discover last-minute flight deals from Portsmouth to Chicago. Data last updated 5 September 2026 and is based on user searches.

One-way flights from Portsmouth to ChicagoSearch for one-way flight options from Portsmouth to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 September 2026.

Search for one-way flight options from Portsmouth to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 September 2026.

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Best time to book a flight from Portsmouth to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Portsmouth with our price prediction graph.

Cheapflights Insights

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

Find hourly flight availability from Portsmouth to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 5 September 2026.

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.

Weekly flight availability from Portsmouth to Chicago

Explore weekly flight availability from Portsmouth to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 5 September 2026.

The most flights from P0R to CHI are scheduled on a Wednesday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).

Related info for your journey

How long is the flight from Portsmouth to Chicago?

What are the most reliable airlines from Portsmouth to Chicago?

What are the cheapest flights from Portsmouth to Chicago?

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

How can I find direct flights from Portsmouth to Chicago?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portsmouth to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Other flights to Chicago

Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 5 September 2026.

Complete your trip

Complete your trip to Chicago by adding a car hire and/or hotel booking to your travel itinerary.

Direct flights to Illinois

Book a non-stop flight to one of these other cities located in Illinois.

Search flights from Portsmouth to Chicago by cabin class

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Portsmouth and Chicago flights

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

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

Can Cheapflights notify me if prices for flights from Portsmouth to Chicago become cheaper?

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Cheapest flights from Portsmouth to Chicago
Explore the most affordable flight options available from Portsmouth to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 September 2026.

Best flights from Portsmouth to Chicago
Discover carefully curated flight deals from Portsmouth to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 September 2026.

Last-minute flights from Portsmouth to Chicago
Discover last-minute flight deals from Portsmouth to Chicago. Data last updated 5 September 2026 and is based on user searches.

One-way flights from Portsmouth to Chicago
Search for one-way flight options from Portsmouth to Chicago. Find affordable one-way fares based on user searches. Data last updated 5 September 2026.