When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 60 days in advance, which can save you up to 9% on flights from Chicago Midway Airport to Portsmouth compared to booking the week you need them. Waiting 60 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 $701. For sooner than that we have options available in the next 3 days from $774.
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 $743 on average during February, but can be found for as low as $435.
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
$844 - $2,634
Route
Depart
Return
Price
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 9/5
2 stops16h 00m
Southampton Eastleigh
Wed 9/18
2 stops16h 52m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Fri 12/13
2 stops20h 50m
Southampton Eastleigh
Sun 1/5
2 stops53h 50m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 12/19
2 stops25h 20m
Southampton Eastleigh
Sun 1/5
2 stops53h 50m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Fri 9/6
2 stops14h 57m
Southampton Eastleigh
Mon 9/16
2 stops16h 29m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Sat 12/14
2 stops16h 39m
Southampton Eastleigh
Mon 1/6
2 stops18h 24m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Fri 12/20
2 stops15h 35m
Southampton Eastleigh
Mon 1/6
2 stops18h 24m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 12/12
2 stops16h 39m
Southampton Eastleigh
Sat 1/4
2 stops18h 34m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Thu 12/19
2 stops15h 35m
Southampton Eastleigh
Mon 1/6
2 stops18h 24m
Chicago MidwaySouthampton Eastleigh
MDW - SOU
MDWSOU
Chicago Midway
Wed 12/18
2 stops13h 40m
Southampton Eastleigh
Mon 1/6
2 stops18h 24m
No data available for this route at this time. Please check back soon.
Entertainment
Comfort
Boarding
Overall
Food
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Boarding
Overall
Food
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Entertainment
Comfort
Boarding
Overall
Food
Crew
Reviews
One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$707 | Average$960 | FlexibilityNo cancel fee | On-timeN/A |