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$488+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LHR
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Chicago to Portsmouth

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Portsmouth (P0R). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$733
(Kiwi.com)

One-way from

$488
(Delta)

Popular in

March

Cheapest in

September
From Chicago (CHI) to Portsmouth
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One-way flight from Chicago (CHI) to Portsmouth
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High demand for flights, 17% potential price rise
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Best time to find cheap flights, 8% potential price drop
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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 January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/63:55 pmORD - SOU
1 stop17h 40mAer Lingus
Thu 3/139:30 amSOU - ORD
1 stop14h 25mAer Lingus
Deal found 1/19$733
This Delta deal was found by Cheapflights users on 1/21. 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.
Sun 2/234:25 pmORD - SOU
1 stop18h 25mDelta
Wed 3/269:00 amSOU - ORD
1 stop11h 30mDelta
Deal found 1/21$752
This KLM deal was found by Cheapflights users on 1/19. 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.
Tue 3/410:05 amORD - SOU
2 stops16h 20mKLM
Tue 3/115:20 pmSOU - ORD
1 stop27h 10mKLM
Deal found 1/19$754
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Thu 3/63:55 pmORD - SOU
2 stops34h 55mMultiple Airlines
Thu 3/139:30 amSOU - ORD
1 stop14h 25mMultiple Airlines
Deal found 1/19$868
This Gotogate deal was found by Cheapflights users on 1/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/74:25 pmORD - SOU
1 stop18h 25mVirgin Atlantic
Fri 3/149:00 amSOU - ORD
1 stop11h 30mVirgin Atlantic
Deal found 1/20$995
This KLM deal was found by Cheapflights users on 1/20. 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.
Mon 3/310:57 amMDW - SOU
2 stops15h 28mKLM
Mon 3/109:00 amSOU - MDW
2 stops18h 27mKLM
Deal found 1/20$1,112
This Delta deal was found by Cheapflights users on 1/19. 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.
Thu 3/66:00 amMDW - SOU
2 stops20h 25mDelta
Thu 3/139:00 amSOU - MDW
2 stops18h 23mDelta
Deal found 1/19$1,458
This British Airways deal was found by Cheapflights users on 1/19. 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.
Thu 2/275:00 pmORD - SOU
2 stops17h 00mBritish Airways
Sun 3/29:30 amSOU - ORD
1 stop14h 25mBritish Airways
Deal found 1/19$2,237

Find flights from Chicago to Portsmouth within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Thu 3/6

3:55 pm-3:35 pm

1 stop17h 40m

Southampton Eastleigh

Thu 3/13

9:30 am-6:55 pm

1 stop14h 25m

$733

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Sun 2/23

4:25 pm-4:50 pm

1 stop18h 25m

Southampton Eastleigh

Wed 3/26

9:00 am-3:30 pm

1 stop11h 30m

$752

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Tue 3/4

10:05 am-8:25 am

2 stops16h 20m

Southampton Eastleigh

Tue 3/11

5:20 pm-3:30 pm

1 stop27h 10m

$754

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Thu 3/6

3:55 pm-8:50 am

2 stops34h 55m

Southampton Eastleigh

Thu 3/13

9:30 am-6:55 pm

1 stop14h 25m

$868

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Fri 3/7

4:25 pm-4:50 pm

1 stop18h 25m

Southampton Eastleigh

Fri 3/14

9:00 am-3:30 pm

1 stop11h 30m

$995

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Mon 3/3

10:57 am-8:25 am

2 stops15h 28m

Southampton Eastleigh

Mon 3/10

9:00 am-10:27 pm

2 stops18h 27m

$1,112

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Thu 3/6

6:00 am-8:25 am

2 stops20h 25m

Southampton Eastleigh

Thu 3/13

9:00 am-10:23 pm

2 stops18h 23m

$1,458

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Thu 2/27

5:00 pm-4:00 pm

2 stops17h 00m

Southampton Eastleigh

Sun 3/2

9:30 am-5:55 pm

1 stop14h 25m

$2,237

ChicagoSouthampton

ORD - SOU

ORDSOU

Chicago O'Hare Intl

Sun 2/2

4:25 pm-8:25 am

1 stop10h 00m

$488

ChicagoSouthampton

MDW - SOU

MDWSOU

Chicago Midway

Sun 2/2

10:19 am-8:25 am

2 stops40h 06m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 13 results
1
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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.

Travel insights for flights from Chicago to Portsmouth

Get recent, data-driven insights about flights from Chicago to Portsmouth including ideal travel times, pricing trends, and more.

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 $1,137). 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 January 21, 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 January 21, 2025.

The most flights from CHI to P0R are scheduled on a Monday (38 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (35 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 January 21, 2025.
See what other customers who have flown with Delta and KLM 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
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,341 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Virgin Atlantic
7.5
Good
665 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Aer Lingus
7.1
Good
1,079 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

British Airways
6.6
Okay
6,834 reviews
Delta
8.0
Very good
8,521 reviews

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Food

7.3

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    $488 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 KLM, with prices starting from $619 and $1,738, 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 Aer Lingus (70%), Iberia (68%) or American Airlines (66%) 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 $391. On average you can expect to pay $1,527. The most popular route, (Chicago O'Hare Intl - Southampton Eastleigh), can usually be booked for $631.

  • 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 $1,137). 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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Alternative routes for Chicago to Portsmouth

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$381Average$552FlexibilityNo cancel feeOn-time77%
DeltaCheapest$451Average$882FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$471Average$641FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$507Average$849FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$516Average$679FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$554Average$742FlexibilityNo cancel feeOn-time67%
FinnairCheapest$568Average$787FlexibilityNo cancel feeOn-time76%
Virgin AtlanticCheapest$570Average$683FlexibilityNo cancel feeOn-time72%
LufthansaCheapest$577Average$922FlexibilityNo cancel feeOn-time76%
SWISSCheapest$581Average$836FlexibilityNo cancel feeOn-time79%
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