When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 11 days in advance, which can save you up to 12% on flights from Chicago Midway Airport to Portsmouth compared to booking the week you need them. Waiting 11 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $565. For sooner than that we have options available in the next 3 days from $641.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Portsmouth. Flights to Portsmouth from Chicago Midway Airport in February are about $760 on average during February, but can be found for as low as $409.
When flying from Chicago Midway Airport 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.
Fly from
Fly to
Budget
$1,029 - $2,691
Route
Depart
Return
Price
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 9/5
2 stops18h 55m
Southampton Eastleigh
Wed 9/18
2 stops19h 49m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Wed 5/29
2 stops15h 39m
Southampton Eastleigh
Sat 6/15
2 stops29h 44m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Wed 5/29
2 stops15h 39m
Southampton Eastleigh
Sat 6/15
2 stops29h 44m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 7/18
2 stops12h 36m
Southampton Eastleigh
Wed 7/31
2 stops15h 56m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Fri 7/19
2 stops12h 36m
Southampton Eastleigh
Sun 8/4
2 stops15h 21m
No data available for this route at this time. Please check back soon.
Crew
Comfort
Food
Overall
Boarding
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Food
Overall
Boarding
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Food
Overall
Boarding
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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Cheapflights does show flights with no change fees to all users. To see these options for flights from Midway to Portsmouth, users can toggle the no change fees filter when performing a flight search.
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