$531+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LHR
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Portsmouth with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Portsmouth
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Best
Last-minute
One-way
Cheapest flights from Chicago to PortsmouthExplore 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 August 23, 2026.
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 August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:45 pm -
2 stops15h 05m
Mon 10/129:20 am -
1 stop15h 55m
Deal found 8/21![Multiple Airlines logo]()
$777
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:00 pm -
1 stop29h 05m
Mon 10/129:20 am -
1 stop15h 55m
Deal found 8/21![Aer Lingus logo]()
$824
This Mytrip deal was found by Cheapflights users on 8/22. 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.
Tue 10/67:25 pm -
2 stops18h 05m
Tue 10/139:15 am -
2 stops15h 00m
Deal found 8/22![Multiple Airlines logo]()
$913
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Tue 10/69:00 pm -
1 stop16h 30m
Tue 10/139:15 am -
1 stop16h 00m
Deal found 8/22![Aer Lingus logo]()
$977
This KLM deal was found by Cheapflights users on 8/22. 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 10/611:19 am -
2 stops15h 26m
Tue 10/139:05 am -
1 stop11h 10m
Deal found 8/22![KLM logo]()
$1,069
This KLM deal was found by Cheapflights users on 8/23. 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.
Wed 10/76:44 pm -
2 stops16h 06m
Wed 10/149:15 am -
2 stops19h 18m
Deal found 8/23![KLM logo]()
$1,079
This KLM deal was found by Cheapflights users on 8/20. 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.
Sun 10/47:01 pm -
2 stops15h 49m
Sun 10/115:20 pm -
2 stops30h 40m
Deal found 8/20![KLM logo]()
$1,128
This KLM deal was found by Cheapflights users on 8/18. 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.
Sat 10/34:15 pm -
1 stop10h 30m
Sat 10/109:20 am -
1 stop10h 55m
Deal found 8/18![KLM logo]()
$1,164
This Delta deal was found by Cheapflights users on 8/18. 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.
Sat 10/38:55 am -
2 stops17h 50m
Sat 10/109:20 am -
2 stops18h 11m
Deal found 8/18![Delta logo]()
$1,178
This KLM deal was found by Cheapflights users on 8/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:19 pm -
2 stops13h 16m
Mon 10/129:05 am -
2 stops19h 28m
Deal found 8/21![KLM logo]()
$1,218
This KLM deal was found by Cheapflights users on 8/18. 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.
Sat 10/36:40 pm -
2 stops16h 10m
Sat 10/109:20 am -
2 stops19h 13m
Deal found 8/18![KLM logo]()
$2,187
This KLM deal was found by Cheapflights users on 8/22. 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 10/610:59 am -
2 stops15h 46m
Tue 10/139:05 am -
2 stops19h 28m
Deal found 8/22![KLM logo]()
$2,236
Best flights from Chicago to PortsmouthDiscover carefully curated flight deals from Chicago to Portsmouth that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Chicago to Portsmouth that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Mytrip deal was found by Cheapflights users on 8/22. 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.
Tue 10/67:25 pm -
2 stops18h 05m
Tue 10/139:15 am -
2 stops15h 00m
Deal found 8/22![Multiple Airlines logo]()
$913
This KLM deal was found by Cheapflights users on 8/22. 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 10/611:19 am -
2 stops15h 26m
Tue 10/139:05 am -
1 stop11h 10m
Deal found 8/22![KLM logo]()
$1,069
This Delta deal was found by Cheapflights users on 8/18. 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.
Sat 10/38:55 am -
2 stops17h 50m
Sat 10/109:20 am -
2 stops18h 11m
Deal found 8/18![Delta logo]()
$1,178
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:00 pm -
1 stop16h 30m
Mon 10/268:00 pm -
1 stop24h 00m
Deal found 8/19![Aer Lingus logo]()
$1,306
This KLM deal was found by Cheapflights users on 8/23. 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.
Wed 10/76:44 pm -
2 stops16h 06m
Wed 10/149:15 am -
2 stops19h 18m
Deal found 8/23![KLM logo]()
$1,079
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:29 pm -
2 stops14h 06m
Wed 11/258:40 am -
1 stop11h 45m
Deal found 8/20![Delta logo]()
$1,225
This KLM deal was found by Cheapflights users on 8/20. 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.
Sun 10/47:01 pm -
2 stops15h 49m
Sun 10/115:20 pm -
2 stops30h 40m
Deal found 8/20![KLM logo]()
$1,128
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:30 am -
2 stops16h 05m
Tue 11/245:30 pm -
1 stop26h 55m
Deal found 8/20![Delta logo]()
$1,225
This KLM deal was found by Cheapflights users on 8/18. 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.
Sat 10/34:15 pm -
1 stop10h 30m
Sat 10/109:20 am -
1 stop10h 55m
Deal found 8/18![KLM logo]()
$1,164
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:05 pm -
2 stops19h 45m
Tue 11/245:30 pm -
2 stops28h 54m
Deal found 8/20![Delta logo]()
$1,234
This KLM deal was found by Cheapflights users on 8/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:19 pm -
2 stops13h 16m
Mon 10/129:05 am -
2 stops19h 28m
Deal found 8/21![KLM logo]()
$1,218
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:15 pm -
1 stop10h 30m
Mon 11/235:30 pm -
2 stops29h 50m
Deal found 8/20![Delta logo]()
$1,280
This KLM deal was found by Cheapflights users on 8/18. 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.
Sat 10/36:40 pm -
2 stops16h 10m
Sat 10/109:20 am -
2 stops19h 13m
Deal found 8/18![KLM logo]()
$2,187
This KLM deal was found by Cheapflights users on 8/22. 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 10/610:59 am -
2 stops15h 46m
Tue 10/139:05 am -
2 stops19h 28m
Deal found 8/22![KLM logo]()
$2,236
Last-minute flights from Chicago to PortsmouthDiscover last-minute flight deals from Chicago to Portsmouth. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Portsmouth. Data last updated August 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:50 pm -
1 stop18h 00m
Wed 11/255:30 pm -
1 stop26h 55m
Deal found 8/20![Delta logo]()
$1,220
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:29 am -
2 stops16h 06m
Tue 11/245:30 pm -
1 stop26h 55m
Deal found 8/20![Delta logo]()
$1,225
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:50 pm -
1 stop18h 00m
Mon 11/235:30 pm -
2 stops32h 55m
Deal found 8/20![Delta logo]()
$1,230
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:15 pm -
1 stop10h 20m
Wed 11/258:40 am -
1 stop11h 45m
Deal found 8/20![Delta logo]()
$1,270
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:15 pm -
1 stop10h 20m
Mon 11/235:30 pm -
2 stops29h 50m
Deal found 8/20![Delta logo]()
$1,280
This Cheapflightsfares deal was found by Cheapflights users on 8/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:45 pm -
1 stop10h 50m
Sun 9/279:20 am -
1 stop15h 55m
Deal found 8/20![Aer Lingus logo]()
$1,254
This Mytrip deal was found by Cheapflights users on 8/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:55 am -
2 stops17h 30m
Sun 9/279:20 am -
2 stops30h 20m
Deal found 8/20![Multiple Airlines logo]()
$1,361
This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:45 pm -
1 stop19h 05m
Mon 10/55:20 pm -
1 stop26h 40m
Deal found 8/18![Aer Lingus logo]()
$1,310
One-way flights from Chicago to PortsmouthSearch for one-way flight options from Chicago to Portsmouth. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Chicago to Portsmouth. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Gotogate deal was found by Cheapflights users on 8/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/54:50 pm -
1 stop18h 00m
Deal found 8/21![Virgin Atlantic logo]()
$531
This KLM deal was found by Cheapflights users on 8/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:29 am -
2 stops15h 06m
Deal found 8/21![KLM logo]()
$534
This KLM deal was found by Cheapflights users on 8/21. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:01 pm -
2 stops15h 49m
Deal found 8/21![KLM logo]()
$534
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/198:10 pm -
1 stop30h 30m
Deal found 8/19![Aer Lingus logo]()
$767
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/208:10 pm -
1 stop17h 20m
Deal found 8/19![Aer Lingus logo]()
$855
This KAYAK deal was found by Cheapflights users on 8/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:45 pm -
1 stop10h 20m
Deal found 8/20![Aer Lingus logo]()
$4,245
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:25 pm -
1 stop18h 35m
Deal found 8/20![Delta logo]()
$6,384
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:15 pm -
1 stop10h 20m
Deal found 8/20![Delta logo]()
$6,734
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:25 pm -
1 stop18h 35m
Deal found 8/20![Delta logo]()
$6,884
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:25 pm -
1 stop18h 35m
Deal found 8/20![Delta logo]()
$7,234
Find flight deals from Chicago to Portsmouth
Keep the following information in mind while searching for Chicago to Portsmouth flight deals. Data was last updated August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $777 (Kiwi.com) |
One-way from | $531 (Gotogate) |
Popular in | October |
Cheapest in | January |
Average price | $944 |
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 7,457,451 searches. Data last updated August 23, 2026.
Use the filters below to find and compare flights from Chicago to Portsmouth that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Tue 10/6
7:25 pm-7:30 pm
2 stops18h 05m
Southampton Eastleigh
Tue 10/13
9:15 am-6:15 pm
2 stops15h 00m
$913
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Tue 10/6
11:19 am-8:45 am
2 stops15h 26m
Southampton Eastleigh
Tue 10/13
9:05 am-2:15 pm
1 stop11h 10m
$1,069
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Wed 10/7
6:44 pm-4:50 pm
2 stops16h 06m
Southampton Eastleigh
Wed 10/14
9:15 am-10:33 pm
2 stops19h 18m
$1,079
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Sun 10/4
7:01 pm-4:50 pm
2 stops15h 49m
Southampton Eastleigh
Sun 10/11
5:20 pm-6:00 pm
2 stops30h 40m
$1,128
Quickest round-trip
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Sat 10/3
4:15 pm-8:45 am
1 stop10h 30m
Southampton Eastleigh
Sat 10/10
9:20 am-2:15 pm
1 stop10h 55m
$1,164
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Sat 10/3
8:55 am-8:45 am
2 stops17h 50m
Southampton Eastleigh
Sat 10/10
9:20 am-9:31 pm
2 stops18h 11m
$1,178
ChicagoSouthampton
MDW Chicago Midway - SOU Southampton Eastleigh
MDWSOU
Chicago Midway
Mon 10/5
1:19 pm-8:35 am
2 stops13h 16m
Southampton Eastleigh
Mon 10/12
9:05 am-10:33 pm
2 stops19h 28m
$1,218
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Wed 9/9
12:29 pm-8:35 am
2 stops14h 06m
Southampton Eastleigh
Wed 11/25
8:40 am-2:25 pm
1 stop11h 45m
$1,225
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Sun 9/13
10:30 am-8:35 am
2 stops16h 05m
Southampton Eastleigh
Tue 11/24
5:30 pm-2:25 pm
1 stop26h 55m
$1,225
ChicagoSouthampton
ORD Chicago O'Hare Intl - SOU Southampton Eastleigh
ORDSOU
Chicago O'Hare Intl
Wed 9/9
3:05 pm-4:50 pm
2 stops19h 45m
Southampton Eastleigh
Tue 11/24
5:30 pm-4:24 pm
2 stops28h 54m
$1,234
Showing 1-10 of 26 resultsSorted by cheapest first
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.
ORD-SOU
MDW-SOU
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
CHI-P0R
ORD-SOU
MDW-SOU
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 August 23, 2026.
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.
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 August 23, 2026.
The most flights from CHI to P0R are scheduled on a Friday (54 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (46 on average).
How much does it cost to fly round-trip from Chicago to Portsmouth?
Airfare is below average for this route at the moment.
Chicago to Portsmouth flights typically cost between $908 and $964 in October.The cheapest round-trip price found within the last 5 days was $777 on Multiple Airlines (Oct 5-Oct 12).
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 August 23, 2026.
Peruse reviews from past customers who have flown with KLM and Aer Lingus from Chicago to Portsmouth 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.
Boarding
7.8
Entertainment
7.2
Comfort
7.7
Overall
7.8
Crew
8.4
Food
7.3
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Entertainment
7.2
Comfort
7.7
Overall
7.8
Crew
8.4
Food
7.3
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Entertainment
7.2
Comfort
7.7
Overall
7.8
Crew
8.4
Food
7.3
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Related info for your journey
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Chicago and Portsmouth flights
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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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$362 | Average$781 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$428 | Average$713 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$430 | Average$560 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$458 | Average$786 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$476 | Average$633 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$520 | Average$845 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$522 | Average$809 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$563 | Average$925 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$574 | Average$851 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$581 | Average$911 | FlexibilityNo cancel fee | On-timeN/A |