When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 47 days in advance, which can save you up to 88% on flights from Valparaiso, Florida to Illinois compared to booking the week you need them. Waiting 47 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 $108. For sooner than that we have options available in the next 3 days from $179.
Flights from Valparaiso, Florida to Illinois lean towards being more expensive in August. Prices are generally better when you fly from Valparaiso, Florida to Illinois in January, with the cheapest ticket starting at $83.
When flying from Valparaiso, Florida to Illinois, 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
$168 - $283
Route
Depart
Return
Price
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Mon 6/3
Nonstop2h 19m
Chicago Midway
Mon 6/17
Nonstop2h 03m
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Mon 6/3
Nonstop2h 19m
Chicago Midway
Fri 6/21
Nonstop2h 03m
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 6/7
Nonstop2h 18m
Chicago Midway
Mon 6/17
Nonstop2h 03m
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 6/7
Nonstop2h 18m
Chicago Midway
Fri 6/21
Nonstop2h 03m
Valparaiso Destin-Ft Walton BeachChicago O'Hare Intl
VPS - ORD
VPSORD
Valparaiso Destin-Ft Walton Beach
Wed 8/14
1 stop4h 29m
Chicago O'Hare Intl
Wed 8/21
1 stop5h 11m
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Wed 6/12
1 stop5h 02m
Chicago Midway
Tue 6/18
1 stop4h 27m
Valparaiso Destin-Ft Walton BeachChicago Midway
VPS - MDW
VPSMDW
Valparaiso Destin-Ft Walton Beach
Tue 6/4
1 stop5h 16m
Chicago Midway
Tue 6/18
1 stop4h 27m
Valparaiso Destin-Ft Walton BeachChicago O'Hare Intl
VPS - ORD
VPSORD
Valparaiso Destin-Ft Walton Beach
Wed 5/29
1 stop7h 36m
Chicago O'Hare Intl
Wed 6/5
1 stop7h 07m
Valparaiso Destin-Ft Walton BeachChicago O'Hare Intl
VPS - ORD
VPSORD
Valparaiso Destin-Ft Walton Beach
Fri 6/7
1 stop10h 02m
Chicago O'Hare Intl
Wed 6/19
1 stop21h 02m
No data available for this route at this time. Please check back soon.
Comfort
Food
Crew
Boarding
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
Crew
Boarding
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
Crew
Boarding
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
Crew
Boarding
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
Crew
Boarding
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.
0%of flight departures | Early morningMidnight to 6 am |
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0%of flight departures | Morning6 am to noon |
100%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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