Cheap flights from Chicago (CHI) to Delaware from $31

This is the cheapest one-way flight price, found on 9/26. Prices may vary by date and flight preferences.
CHI — ILG
oct. 2 — oct. 91

How far in advance should I book a flight from Chicago to Delaware?

To save on the cost of your flight from Chicago to Delaware, book at least 28 days before your planned departure. Booking around this time can save you about 14% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $245 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $274.

What is the cheapest month to fly from Chicago to Delaware?

Our data shows that September tends to be the cheapest month to fly to Delaware from Chicago. Users have commonly found prices around $255 for the month, but tickets can be as low as $119. Due to multiple factors, prepare for potentially higher prices in April.

When is the cheapest time to fly from Chicago to Delaware (CHI - DE)?

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.

Cheap Frontier flights from Chicago to Delaware

Find some of the cheapest Frontier flights traveling from Chicago to Delaware. Come back soon if you're not finding the exact deal you're looking for.

Cheap American Airlines flights from Chicago to Delaware

Some of the best deals we've found on American Airlines flights traveling from Chicago to Delaware. Make sure to examine the flight information before completing your reservation.

Cheap Chicago to Delaware flights in September & October 2023

The best prices found for CHI to Delaware flights for September, October
Listed are some of the best fares we've found on flights departing from Chicago to Delaware in 2023. Check back regularly for other flight deals.

Chicago to Delaware 2023 flight deals

Cheap flights to Delaware from Chicago found for this year
Listed are some of the best fares we've found on flights departing from Chicago to Delaware in 2023. Check back regularly for other flight deals.

Non-stop flights to Delaware from Chicago

Save time with Chicago to Delaware direct flight deals
To help reduce your travel time, choose from one of these non-stop flights from Chicago to Delaware. Search for alternative flights from Chicago to Delaware by utilizing the search form above.

Chicago to Delaware flights leaving soon

Late deals on return flights to Delaware from Chicago, departing today and this week
Check out these flights departing soon from Chicago to Delaware. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to Delaware from Chicago

The cheapest one-way flights from Chicago to Delaware
Some of the best available deals we've found on one-way flights from Chicago to Delaware. Users can also find round-trip Chicago to Delaware flights by using the search form above.

Find flights from Chicago to Delaware within your budget

Use the slider to find flights from Chicago to Delaware that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$63 - $165

Route

Depart

Return

Price

Chicago MidwayPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 10/10

Nonstop1h 57m

Philadelphia

sáb. 10/28

1 stop6h 25m

Chicago MidwayPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

vie. 10/27

Nonstop1h 59m

Philadelphia

sáb. 10/28

1 stop11h 14m

Chicago MidwayPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

vie. 12/1

Nonstop2h 03m

Philadelphia

dom. 12/3

Nonstop2h 26m

Chicago MidwayPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mié. 10/4

1 stop11h 43m

Philadelphia

mar. 10/17

Nonstop2h 14m

Chicago O'Hare IntlPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 11/7

1 stop11h 52m

Philadelphia

mar. 11/14

1 stop5h 48m

Chicago O'Hare IntlPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 10/10

1 stop20h 25m

Philadelphia

sáb. 10/28

1 stop11h 00m

Chicago O'Hare IntlPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mié. 10/25

Nonstop2h 02m

Philadelphia

mié. 11/1

Nonstop2h 29m

Chicago O'Hare IntlPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 10/24

1 stop5h 42m

Philadelphia

mar. 10/31

Nonstop2h 25m

Chicago O'Hare IntlPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

lun. 1/8

1 stop5h 32m

Philadelphia

mié. 1/17

1 stop5h 35m

Flights are sorted by cheapest first

Deals found on 9/25

Reviews of airlines servicing Delaware

To help decide which airline to fly from Chicago to Delaware, see what other customers have to say about Frontier, American Airlines and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Delta
7.9
Good
3,021 reviews
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Southwest
7.6
Good
1,521 reviews
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

United Airlines
7.4
Good
1,890 reviews
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

JetBlue
7.2
Good
781 reviews
Delta
7.9
Good
3,021 reviews

Comfort

7.9

Overall

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Related info for your journey

Useful info, stats and facts about Chicago to Delaware flights.

Can I find flights from Chicago to Delaware for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to Delaware for under $100. The cheapest flight booked recently is on Frontier for just $63, but on average you can expect to pay $74.

Are there nonstop flights from Chicago to Delaware for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Delaware under $100. A good price for a nonstop flight from Chicago to Delaware is less than $62.

Are there last-minute flights available from Chicago to Delaware for under $100?

There are currently 20+ open flights from Chicago to Delaware within the next 7 days for less than $100.

What does ORD to ILG mean?

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Greater Wilmington Airport flight would often be abbreviated as a ORD to ILG flight. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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How does Cheapflights help users find flights from Chicago to Delaware?

Cheapflights helps you search for flights from Chicago to Delaware via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Delaware?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Delaware.

Can Cheapflights find flights from Chicago to Delaware with no change fees?

Need flexible booking options for your flight to Delaware from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Delaware become cheaper?

Yes! Start tracking prices for Chicago to Delaware flights today and get alerted whenever prices for these flights change. To access this feature, navigate to the search form above to perform a search, which will then prompt you for a valid email address to use the tool.

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