To save on the cost of your flight from Chicago to Delaware, book at least 50 days before your planned departure. Booking around this time can save you about 64% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $209 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $270.
Our data shows that October tends to be the cheapest month to fly to Delaware from Chicago. Users have commonly found prices around $223 for the month, but tickets can be as low as $49. Due to multiple factors, prepare for potentially higher prices in February.
When flying from Chicago to Delaware, 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
$43 - $154
Route
Depart
Return
Price
Chicago MidwayPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Tue 5/21
Nonstop2h 03m
Philadelphia
Wed 5/22
Nonstop2h 13m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Tue 5/21
Nonstop2h 03m
Philadelphia
Wed 5/22
Nonstop2h 22m
Chicago MidwayPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Tue 5/21
Nonstop2h 03m
Philadelphia
Wed 5/22
Nonstop2h 13m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Tue 5/21
Nonstop2h 03m
Philadelphia
Wed 5/22
Nonstop2h 22m
Chicago MidwayPhiladelphia
MDW - PHL
MDWPHL
Chicago Midway
Tue 5/21
Nonstop2h 03m
Philadelphia
Wed 5/22
Nonstop2h 13m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Tue 5/21
1 stop13h 20m
Philadelphia
Tue 5/28
Nonstop2h 22m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Wed 5/29
1 stop9h 17m
Philadelphia
Wed 6/5
1 stop11h 18m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Fri 6/7
1 stop12h 51m
Philadelphia
Mon 6/10
1 stop7h 53m
Chicago O'Hare IntlPhiladelphia
ORD - PHL
ORDPHL
Chicago O'Hare Intl
Sat 5/18
Nonstop1h 57m
Philadelphia
Wed 5/22
Nonstop2h 23m
No data available for this route at this time. Please check back soon.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Crew
Overall
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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