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 £1,516 for a flight from Portsmouth to Chicago. The cheapest flight overall is £369 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £665.

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 most popular airlines that fly from Portsmouth to Chicago?

Consider American Airlines, Finnair or British Airways when booking your flight. These represent the most popular airlines when flying from Portsmouth to Chicago.

How far in advance should I book a flight from Portsmouth to Chicago?

Users have found that booking a flight from Portsmouth to Chicago at least 45 days early can save you up to 24% on average compared to booking a flight this week. If booking 45 days before your flight isn’t an option for you, users have found flights from Portsmouth to Chicago for as little as £511 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as £610 for flights departing within the next 3 days.

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

February is one of the best times of the year to fly to Chicago from Portsmouth. Prices for February average £514 per person but you can even find prices for as low as £313. The most expensive prices can be found in the month of August. Opting for a February flight can save you 26% on your journey compared to booking in August

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.

£665+ Flights from Portsmouth to Chicago

Cheap flight deals from Portsmouth to Chicago

Round-trip from	£666
Popular in	August
Cheapest in	February
Average price	£525

KLM
4/8-8/9
2 total stops
43h 55m total
Portsmouth to Chicago

Search Deals

Highest demand for flights based on searches. 12% potential increase in price (£52 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 June 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 27 June 2025.

Sun 6/717:35SOU - ORD

1 stop26h 35mDelta

Thu 7/816:20ORD - SOU

1 stop10h 25mDelta

Deal found 25/6£665

Mon 4/818:25SOU - ORD

1 stop25h 45mKLM

Mon 8/916:50ORD - SOU

1 stop18h 10mKLM

Deal found 27/6£666

Sun 10/820:00SOU - ORD

1 stop23h 35mMultiple Airlines

Sun 17/814:20ORD - SOU

2 stops23h 10mMultiple Airlines

Deal found 26/6£723

Sun 10/817:35SOU - ORD

2 stops30h 30mVirgin Atlantic

Sun 17/819:59ORD - SOU

2 stops54h 46mVirgin Atlantic

Deal found 26/6£782

Mon 4/809:20SOU - MDW

2 stops15h 20mKLM

Mon 8/913:08MDW - SOU

2 stops13h 42mKLM

Deal found 27/6£982

Sun 10/809:20SOU - MDW

2 stops15h 20mVirgin Atlantic

Sun 17/809:31MDW - SOU

2 stops17h 14mVirgin Atlantic

Deal found 26/6£1,076

Mon 14/720:00SOU - ORD

1 stop29h 00mAer Lingus

Sat 19/715:45ORD - SOU

1 stop10h 50mAer Lingus

Deal found 25/6£3,638

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 27 June 2025.

Mon 4/818:25SOU - ORD

1 stop25h 45mKLM

Mon 8/916:50ORD - SOU

1 stop18h 10mKLM

Deal found 27/6£666

Sun 10/820:00SOU - ORD

1 stop23h 35mMultiple Airlines

Sun 17/814:20ORD - SOU

2 stops23h 10mMultiple Airlines

Deal found 26/6£723

Sun 10/820:00SOU - ORD

1 stop24h 00mAer Lingus

Sun 17/815:45ORD - SOU

1 stop11h 25mAer Lingus

Deal found 26/6£724

Mon 4/809:20SOU - ORD

2 stops18h 23mDelta

Mon 8/918:20ORD - SOU

2 stops16h 40mDelta

Deal found 27/6£778

Sun 10/817:35SOU - ORD

2 stops30h 30mVirgin Atlantic

Sun 17/819:59ORD - SOU

2 stops54h 46mVirgin Atlantic

Deal found 26/6£782

Mon 4/809:20SOU - MDW

2 stops15h 20mKLM

Mon 8/913:08MDW - SOU

2 stops13h 42mKLM

Deal found 27/6£982

Sun 10/809:20SOU - MDW

2 stops15h 20mVirgin Atlantic

Sun 17/809:31MDW - SOU

2 stops17h 14mVirgin Atlantic

Deal found 26/6£1,076

Last-minute flights from Portsmouth to Chicago
Discover last-minute flight deals from Portsmouth to Chicago. Data last updated 27 June 2025 and is based on user searches.

Sun 6/717:35SOU - ORD

1 stop26h 35mDelta

Tue 5/816:20ORD - SOU

1 stop10h 25mDelta

Deal found 25/6£665

Sun 6/717:35SOU - ORD

1 stop26h 35mDelta

Thu 7/814:00ORD - SOU

2 stops21h 50mDelta

Deal found 25/6£665

Mon 14/720:00SOU - ORD

1 stop29h 00mAer Lingus

Sat 19/715:45ORD - SOU

1 stop10h 50mAer Lingus

Deal found 25/6£3,638

Mon 14/720:00SOU - ORD

2 stops41h 59mMultiple Airlines

Sat 19/715:45ORD - SOU

1 stop10h 50mMultiple Airlines

Deal found 25/6£3,776

Mon 14/718:25SOU - ORD

2 stops29h 46mVirgin Atlantic

Sat 19/717:35ORD - SOU

2 stops33h 10mVirgin Atlantic

Deal found 25/6£4,336

Mon 14/709:20SOU - MDW

2 stops15h 20mKLM

Sat 19/716:22MDW - SOU

2 stops18h 38mKLM

Deal found 25/6£4,580

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portsmouth to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Mon 4/8

18:25-14:10

1 stop25h 45m

Chicago O'Hare Intl

Mon 8/9

16:50-17:00

1 stop18h 10m

£666

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 10/8

20:00-13:35

1 stop23h 35m

Chicago O'Hare Intl

Sun 17/8

14:20-19:30

2 stops23h 10m

£723

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 10/8

20:00-14:00

1 stop24h 00m

Chicago O'Hare Intl

Sun 17/8

15:45-09:10

1 stop11h 25m

£724

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Mon 4/8

09:20-21:43

2 stops18h 23m

Chicago O'Hare Intl

Mon 8/9

18:20-17:00

2 stops16h 40m

£778

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 10/8

17:35-18:05

2 stops30h 30m

Chicago O'Hare Intl

Sun 17/8

19:59-08:45

2 stops54h 46m

£782

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Mon 4/8

09:20-18:40

2 stops15h 20m

Chicago Midway

Mon 8/9

13:08-08:50

2 stops13h 42m

£982

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Sun 10/8

09:20-18:40

2 stops15h 20m

Chicago Midway

Sun 17/8

09:31-08:45

2 stops17h 14m

£1,076

SouthamptonChicago

SOU - ORD

SOUORD

Southampton Eastleigh

Sun 24/8

17:35-14:10

1 stop26h 35m

£1,212

SouthamptonChicago

SOU - MDW

SOUMDW

Southampton Eastleigh

Wed 2/7

09:20-09:41

2 stops30h 21m

£1,255

Flights are sorted by cheapest return flights first.

Deals found on 25/6

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?

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?

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

The most flights from P0R to CHI are scheduled on a Monday (47 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (42 on average).

Reviews of airlines servicing Chicago

Check out reviews from past customers who have flown with Delta, KLM, andVirgin Atlantic from Portsmouth to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very Good

7,963 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very Good

7,963 reviews

Delta

8.0

Very Good

7,963 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

KLM

7.8

Good

1,365 reviews

Delta

8.0

Very Good

7,963 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Virgin Atlantic

7.4

Good

654 reviews

Delta

8.0

Very Good

7,963 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Aer Lingus

7.1

Good

1,133 reviews

Delta

8.0

Very Good

7,963 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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 £1,516 for a flight from Portsmouth to Chicago. The cheapest flight overall is £369 while the most popular route, (Southampton Eastleigh - Chicago O'Hare Intl) is currently priced at £665.
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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Portsmouth to Chicago

Heathrow to O'Hare Intl flights

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London City to Moline flights

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Heathrow to Peoria flights

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Chicago O'Hare Intl Airport to St. Louis flights

Top 10 airlines flying from Portsmouth to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Icelandair	Cheapest£307	Average£479	FlexibilityNo cancel fee	On-time76%	Search Icelandair flights
Scandinavian Airlines	Cheapest£346	Average£490	FlexibilityNo cancel fee	On-time77%	Search Scandinavian Airlines flights
TAP AIR PORTUGAL	Cheapest£360	Average£599	FlexibilityNo cancel fee	On-timeN/A	Search TAP AIR PORTUGAL flights
Virgin Atlantic	Cheapest£377	Average£571	FlexibilityNo cancel fee	On-time72%	Search Virgin Atlantic flights
Brussels Airlines	Cheapest£386	Average£627	FlexibilityNo cancel fee	On-timeN/A	Search Brussels Airlines flights
Lufthansa	Cheapest£390	Average£563	FlexibilityNo cancel fee	On-time76%	Search Lufthansa flights
Austrian Airlines	Cheapest£393	Average£573	FlexibilityNo cancel fee	On-time78%	Search Austrian Airlines flights
United Airlines	Cheapest£394	Average£560	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
American Airlines	Cheapest£396	Average£628	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
British Airways	Cheapest£399	Average£558	FlexibilityNo cancel fee	On-time70%	Search British Airways flights

Fly with Cheapflights

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?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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Cheap flights from Portsmouth to Chicago from £665

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/7. Fares are subject to change and may not be available on all flights or dates of travel.

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 27 June 2025.

Round-trip from

Popular in

Cheapest in

Average price

Find 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 27 June 2025.

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 27 June 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portsmouth to Chicago that are best for you.

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

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?

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 27 June 2025.

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 16 December 2024.

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 27 June 2025.

Reviews of airlines servicing Chicago

Check out reviews from past customers who have flown with Delta, KLM, andVirgin Atlantic from Portsmouth to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

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?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portsmouth to Chicago

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

Top 10 airlines flying from Portsmouth to Chicago

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

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 27 June 2025.