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$494+ Cheap flights from Chicago (CHI) to Portsmouth, England

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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LHR
jun. 23 — jun. 301
lun. 6/23
lun. 6/30
1 adult, Economy
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Cheap flight deals from Chicago to Portsmouth

Keep the following information in mind while searching for Chicago to Portsmouth flight deals. Data was last updated junio 18, 2025.

Round-trip from

$810
(Delta)

One-way from

$494
(Delta)

Popular in

June

Cheapest in

February

Average price

$1,144
From Chicago (CHI) to Portsmouth
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One-way flight from Chicago (CHI) to Portsmouth
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Highest demand for flights based on searches. 21% potential increase in price ($206 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Portsmouth

Cheapest flights from Chicago to Portsmouth
Explore the most affordable flight options available from Chicago to Portsmouth. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 18, 2025.

This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/184:20 pmORD - SOU
1 stop10h 30mDelta
mié. 9/35:35 pmSOU - ORD
1 stop26h 35mDelta
Deal found 6/16$810
This KLM deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/204:50 pmORD - SOU
1 stop9h 55mKLM
lun. 8/255:35 pmSOU - ORD
1 stop26h 35mKLM
Deal found 6/15$819
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/135:59 pmMDW - SOU
2 stops17h 51mDelta
jue. 10/29:20 amSOU - MDW
2 stops15h 16mDelta
Deal found 6/16$875
This Virgin Atlantic deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/810:20 amORD - SOU
2 stops16h 25mVirgin Atlantic
vie. 8/159:20 amSOU - ORD
1 stop10h 50mVirgin Atlantic
Deal found 6/15$921
This Mytrip deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/153:50 pmORD - SOU
2 stops21h 40mMultiple Airlines
mar. 7/228:00 pmSOU - ORD
2 stops25h 55mMultiple Airlines
Deal found 6/16$973
This Gurufare deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/93:45 pmORD - SOU
1 stop10h 50mAer Lingus
jue. 8/149:40 amSOU - ORD
1 stop15h 20mAer Lingus
Deal found 6/15$1,129
This British Airways deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/611:45 amORD - SOU
2 stops23h 50mBritish Airways
sáb. 11/159:30 amSOU - ORD
1 stop14h 25mBritish Airways
Deal found 6/17$1,174
This KLM deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/155:05 pmMDW - SOU
2 stops18h 45mKLM
mar. 7/226:25 pmSOU - MDW
2 stops30h 15mKLM
Deal found 6/16$1,226
This Mytrip deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/289:40 amMDW - SOU
3 stops27h 50mMultiple Airlines
lun. 8/48:00 pmSOU - MDW
3 stops26h 24mMultiple Airlines
Deal found 6/17$1,592

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Portsmouth 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 2,558,603 searches. Data last updated junio 18, 2025.
Use the filters below to find and compare flights from Chicago to Portsmouth that are best for you.

Fly from

Chicago

Fly to

Portsmouth

Route

Depart

Return

Price

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

lun. 8/18

4:20 pm-8:50 am

1 stop10h 30m

Southampton Eastleigh

vie. 8/29

9:20 am-2:10 pm

1 stop10h 50m

$810

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

mié. 8/20

4:50 pm-8:45 am

1 stop9h 55m

Southampton Eastleigh

lun. 8/25

5:35 pm-2:10 pm

1 stop26h 35m

$819

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

sáb. 9/13

5:59 pm-5:50 pm

2 stops17h 51m

Southampton Eastleigh

jue. 10/2

9:20 am-6:36 pm

2 stops15h 16m

$875

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

vie. 8/8

10:20 am-8:45 am

2 stops16h 25m

Southampton Eastleigh

vie. 8/15

9:20 am-2:10 pm

1 stop10h 50m

$921

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

mar. 7/15

3:50 pm-7:30 pm

2 stops21h 40m

Southampton Eastleigh

mar. 7/22

8:00 pm-3:55 pm

2 stops25h 55m

$973

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

sáb. 8/9

3:45 pm-8:35 am

1 stop10h 50m

Southampton Eastleigh

jue. 8/14

9:40 am-7:00 pm

1 stop15h 20m

$1,129

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

jue. 11/6

11:45 am-5:35 pm

2 stops23h 50m

Southampton Eastleigh

sáb. 11/15

9:30 am-5:55 pm

1 stop14h 25m

$1,174

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

mar. 7/15

5:05 pm-5:50 pm

2 stops18h 45m

Southampton Eastleigh

mar. 7/22

6:25 pm-6:40 pm

2 stops30h 15m

$1,226

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

lun. 7/28

9:40 am-7:30 pm

3 stops27h 50m

Southampton Eastleigh

lun. 8/4

8:00 pm-4:24 pm

3 stops26h 24m

$1,592

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

dom. 8/3

4:20 pm-8:45 am

1 stop10h 25m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 15 results
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Best time to book a flight from Chicago to Portsmouth

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

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Portsmouth (average of $661). Flying from Chicago to Portsmouth in June is currently the most expensive (average of $1,106). 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 CHI to P0R?

Find hourly flight availability from Chicago to Portsmouth. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 18, 2025.

When flying from Chicago to Portsmouth, 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 Chicago to Portsmouth?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Portsmouth. Price data was last updated on September 22, 2024.

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

Weekly flight availability from Chicago to Portsmouth

Explore weekly flight availability from Chicago to Portsmouth. 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 junio 18, 2025.

The most flights from CHI to P0R are scheduled on a Monday (57 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (51 on average).

Rainfall in Portsmouth by month

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

In terms of precipitation, rainfall in Portsmouth ranges from 1.0 - 3.0 inches per month. December is typically the wettest month, when rainfall can reach 3.0 in. July is typically the driest time to visit Portsmouth when rainfall is around 1.0 in.

Temperature in Portsmouth by month

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

If weather is an important factor for your trip to Portsmouth, 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 64.4 F. Travelers looking to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 39.2 F).

Reviews of airlines servicing Portsmouth

Get insights into the airlines that provide service to Portsmouth. 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 Portsmouth. Reviews last updated junio 18, 2025.
See what other customers who have flown with Delta, KLM and Virgin Atlantic from Chicago to Portsmouth have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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
1,363 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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
653 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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
1,120 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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!
British Airways
6.6
Okay
7,031 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

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

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

  • What are the cheapest airlines to fly from Chicago to Portsmouth one-way?

    $494 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Aer Lingus and Virgin Atlantic, with prices starting from $522 and $536, respectively.

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Portsmouth consider choosing Royal Jordanian (80%), Air Canada (76%) or Austrian Airlines (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Portsmouth?

    The cheapest flight price from Chicago to Portsmouth is $429. On average you can expect to pay $2,247. The most popular route, (Chicago O'Hare Intl - Southampton Eastleigh), can usually be booked for $810.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Portsmouth 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 Chicago to Portsmouth?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Portsmouth (average of $661). Flying from Chicago to Portsmouth in June is currently the most expensive (average of $1,106). 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.

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Top 10 airlines flying from Chicago to Portsmouth

Discover the top 10 airlines that operate flights from Chicago to Portsmouth. 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 2,558,603 searches. Data last updated junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$257Average$700FlexibilityNo cancel feeOn-time79%
DeltaCheapest$345Average$935FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$381Average$601FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$440Average$924FlexibilityNo cancel feeOn-time76%
IcelandairCheapest$464Average$648FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$507Average$786FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$516Average$869FlexibilityNo cancel feeOn-time62%
FinnairCheapest$569Average$750FlexibilityNo cancel feeOn-time76%
Aer LingusCheapest$573Average$836FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$581Average$874FlexibilityNo cancel feeOn-time77%

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