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Cheap flights from Portsmouth to Chicago from £428

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — CHI
6 Apr — 13 Apr1
1 adult

Cheap flight deals from Portsmouth to Chicago

Keep the following information in mind while searching for Portsmouth to Chicago flight deals. Data was last updated 1 April 2025.

Round-trip from

£607

One-way from

£428

Popular in

August

Cheapest in

February

Average price

£523
KLM
  • KLM
  • 13/5-20/5
  • 2 total stops
  • 37h 30m total
  • Portsmouth to Chicago
Search Deals
17/5
  • 17/5
  • 3 total stops
  • 56h 43m total
  • Portsmouth to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£59 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Portsmouth to Chicago

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 1 April 2025.

Tue 13/517:35SOU - ORD
1 stop27h 05mKLM
Tue 20/516:20ORD - SOU
1 stop10h 25mKLM
Deal found 31/3£607
Wed 9/409:20SOU - MDW
2 stops14h 58mKLM
Wed 16/413:16MDW - SOU
2 stops13h 29mKLM
Deal found 1/4£648
Sat 7/618:05SOU - ORD
2 stops33h 58mVirgin Atlantic
Sat 21/614:00ORD - SOU
2 stops45h 50mVirgin Atlantic
Deal found 31/3£654
Tue 13/509:10SOU - ORD
2 stops29h 24mAer Lingus
Tue 20/505:00ORD - SOU
2 stops32h 30mAer Lingus
Deal found 31/3£662
Sat 3/509:20SOU - MDW
2 stops15h 00mDelta
Sat 17/517:25MDW - SOU
2 stops18h 25mDelta
Deal found 1/4£676
Mon 12/508:05SOU - MDW
3 stops38h 19mMultiple Airlines
Tue 20/509:20MDW - SOU
3 stops28h 10mMultiple Airlines
Deal found 1/4£844
Thu 29/509:20SOU - ORD
1 stop10h 50mDelta
Fri 13/616:20ORD - SOU
1 stop10h 25mDelta
Deal found 1/4£845
Tue 13/509:10SOU - ORD
3 stops29h 40mMultiple Airlines
Tue 20/505:51ORD - SOU
3 stops31h 39mMultiple Airlines
Deal found 31/3£855

Cheapflights Fare Finder

Customise your flight search to find flights from Portsmouth to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 1 April 2025.
Use the filters below to find and compare flights from Portsmouth to Chicago that are best for you.

Fly from

Portsmouth

Fly to

Chicago

Route

Depart

Return

Price

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 13/5

17:35-14:40

1 stop27h 05m

Chicago O'Hare Intl

Tue 20/5

16:20-08:45

1 stop10h 25m

£607

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sat 7/6

18:05-22:03

2 stops33h 58m

Chicago O'Hare Intl

Sat 21/6

14:00-17:50

2 stops45h 50m

£654

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 13/5

09:10-08:34

2 stops29h 24m

Chicago O'Hare Intl

Tue 20/5

05:00-19:30

2 stops32h 30m

£662

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 3/5

09:20-18:20

2 stops15h 00m

Chicago Midway

Sat 17/5

17:25-17:50

2 stops18h 25m

£676

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Mon 12/5

08:05-16:24

3 stops38h 19m

Chicago Midway

Tue 20/5

09:20-19:30

3 stops28h 10m

£844

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Thu 29/5

09:20-14:10

1 stop10h 50m

Chicago O'Hare Intl

Fri 13/6

16:20-08:45

1 stop10h 25m

£845

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Tue 13/5

09:10-08:50

3 stops29h 40m

Chicago O'Hare Intl

Tue 20/5

05:51-19:30

3 stops31h 39m

£855

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Mon 12/5

09:20-18:45

2 stops15h 25m

Chicago Midway

Tue 20/5

09:20-08:45

2 stops17h 25m

£870

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sat 17/5

16:25-19:08

3 stops56h 43m

£428

Flights are sorted by cheapest return flights first.

Deals found on 1/4

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.
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

What is the cheapest month to book a flight from Portsmouth to Chicago?

Currently, January is the cheapest month in which you can book a flight from Portsmouth to Chicago (average of £595). Flying from Portsmouth to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 1 April 2025.

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.

What is the cheapest day to fly from Portsmouth to Chicago?

Use this chart to determine the cheapest time to fly return from Portsmouth to Chicago. Price data was last updated on 28 April 2024.

Travellers seeking maximum savings on their Portsmouth to Chicago flight should consider departing on Saturday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 1 April 2025.

The most flights from P0R to CHI are scheduled on a Tuesday (53 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (39 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

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.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 1 April 2025.
Read reviews from past customers who have flown Delta, KLM and Virgin Atlantic from Portsmouth to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very Good
7,898 reviews
Check prices

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very Good
7,898 reviews
Delta
8.0
Very Good
7,898 reviews
Check prices

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,323 reviews
Delta
8.0
Very Good
7,898 reviews
Check prices

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Virgin Atlantic
7.4
Good
636 reviews
Delta
8.0
Very Good
7,898 reviews
Check prices

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Aer Lingus
7.0
Good
1,060 reviews
Delta
8.0
Very Good
7,898 reviews
Check prices

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Portsmouth to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Consider Air Canada (93%), Austrian Airlines (93%) or United Airlines (93%) 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 £1,779 for a flight from Portsmouth to Chicago. The cheapest flight overall is £437 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £625.

  • 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.

  • What is the cheapest month to book a flight from Portsmouth to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Portsmouth to Chicago (average of £595). Flying from Portsmouth to Chicago in July is currently the most expensive (average of £843). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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.
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Top 10 airlines flying from Portsmouth to Chicago

Discover the top 10 airlines that operate flights from Portsmouth to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 1 April 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£324Average£497FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Scandinavian AirlinesCheapest£368Average£518FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£382Average£612FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
British AirwaysCheapest£419Average£575FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Austrian AirlinesCheapest£422Average£584FlexibilityNo cancel feeOn-time78%
Search Austrian Airlines flights
LufthansaCheapest£424Average£583FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
United AirlinesCheapest£424Average£599FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Virgin AtlanticCheapest£429Average£614FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
Brussels AirlinesCheapest£438Average£686FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
Aer LingusCheapest£446Average£594FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights

Fly with Cheapflights

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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.

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