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Delaware

$89+ Cheap flights from Chicago (CHI) to Delaware

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ILG
abr. 7 — abr. 141
lun. 4/7
lun. 4/14
1 adult, Economy
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Cheap flight deals from Chicago to Delaware

Keep the following information in mind while searching for Chicago to Delaware flight deals. Data was last updated abril 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$163
(Kiwi.com)

One-way from

$89
(Cheapflightsfares)

Popular in

February

Cheapest in

August

Average price

$219
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
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From Chicago (CHI) to Delaware
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One-way flight from Chicago (CHI) to Delaware
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Highest demand for flights based on searches. 35% potential increase in price ($113 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Delaware

Cheapest flights from Chicago to Delaware
Explore the most affordable flight options available from Chicago to Delaware. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/712:41 pmORD - PHL
1 stop9h 02mMultiple Airlines
dom. 5/117:15 amPHL - ORD
Nonstop2h 28mMultiple Airlines
Deal found 4/1$163
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/1612:15 pmMDW - PHL
Nonstop2h 02mFrontier
vie. 5/236:39 pmPHL - MDW
Nonstop2h 16mFrontier
Deal found 3/31$167
This Mytrip deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/227:47 pmORD - PHL
2 stops17h 40mSpirit Airlines
mar. 4/297:03 pmPHL - ORD
2 stops30h 17mSpirit Airlines
Deal found 3/31$169
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/228:25 amMDW - PHL
Nonstop2h 00mSouthwest
mar. 4/296:45 pmPHL - MDW
1 stop5h 25mSouthwest
Deal found 3/31$171
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/39:55 amORD - PHL
Nonstop2h 00mAmerican Airlines
sáb. 5/34:04 pmPHL - ORD
Nonstop2h 26mAmerican Airlines
Deal found 4/1$174
This CheapOair deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/119:48 amORD - PHL
Nonstop2h 08mFrontier
sáb. 5/173:52 pmPHL - ORD
1 stop8h 40mFrontier
Deal found 4/1$180
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/2912:48 pmMDW - PHL
1 stop4h 30mDelta
mar. 5/65:20 amPHL - MDW
1 stop4h 47mDelta
Deal found 3/31$197
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/19:40 pmORD - PHL
Nonstop2h 04mUnited Airlines
dom. 5/46:30 amPHL - ORD
Nonstop2h 24mUnited Airlines
Deal found 4/1$197
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/175:15 pmORD - PHL
1 stop4h 15mDelta
sáb. 5/2412:45 pmPHL - ORD
1 stop7h 03mDelta
Deal found 4/2$218
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/306:00 amORD - PHL
1 stop11h 10mSouthwest
lun. 6/29:30 amPHL - ORD
1 stop9h 25mSouthwest
Deal found 4/1$242
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/291:30 pmORD - SBY
1 stop7h 32mAmerican Airlines
mar. 5/65:03 amSBY - ORD
1 stop6h 38mAmerican Airlines
Deal found 3/30$430

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Delaware that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 2, 2025.
Use the filters below to find and compare flights from Chicago to Delaware that are best for you.

Fly from

Chicago

Fly to

Delaware

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mié. 5/7

12:41 pm-10:43 pm

1 stop9h 02m

Philadelphia

dom. 5/11

7:15 am-8:43 am

Nonstop2h 28m

$163

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

vie. 5/16

12:15 pm-3:17 pm

Nonstop2h 02m

Philadelphia

vie. 5/23

6:39 pm-7:55 pm

Nonstop2h 16m

$167

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 4/22

7:47 pm-2:27 pm

2 stops17h 40m

Philadelphia

mar. 4/29

7:03 pm-12:20 am

2 stops30h 17m

$169

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 4/22

8:25 am-11:25 am

Nonstop2h 00m

Philadelphia

mar. 4/29

6:45 pm-11:10 pm

1 stop5h 25m

$171

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 5/3

9:55 am-12:55 pm

Nonstop2h 00m

Philadelphia

sáb. 5/3

4:04 pm-5:30 pm

Nonstop2h 26m

$174

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

dom. 5/11

9:48 am-12:56 pm

Nonstop2h 08m

Philadelphia

sáb. 5/17

3:52 pm-11:32 pm

1 stop8h 40m

$180

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 4/29

6:04 am-12:19 pm

1 stop5h 15m

Philadelphia

mar. 4/29

5:50 pm-10:22 pm

1 stop5h 32m

$197

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

jue. 5/1

9:40 pm-12:44 am

Nonstop2h 04m

Philadelphia

dom. 5/4

6:30 am-7:54 am

Nonstop2h 24m

$197

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 5/17

5:15 pm-10:30 pm

1 stop4h 15m

Philadelphia

sáb. 5/24

12:45 pm-6:48 pm

1 stop7h 03m

$218

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

vie. 5/30

6:00 am-6:10 pm

1 stop11h 10m

Philadelphia

lun. 6/2

9:30 am-5:55 pm

1 stop9h 25m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 25 results
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Best time to book a flight from Chicago to Delaware

Have a flexible travel schedule? Discover the best time to fly to Delaware from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Delaware

Rainfall in Delaware by month

Plan your trip to Delaware by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Delaware ranges from 2.9 - 4.3 inches per month. July is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Delaware when rainfall is around 2.9 in.

Temperature in Delaware by month

Plan your trip to Delaware by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Delaware, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 32.0 F).

Reviews of airlines servicing Delaware

Get insights into the airlines that provide service to Delaware. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Delaware. Reviews last updated abril 2, 2025.
To help decide which airline to fly from Chicago to Delaware, see what other customers have to say about Alaska Airlines, Southwest and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Chicago to Delaware. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Delaware one-way?

    The cheapest airlines for a one-way flight from Chicago to Delaware are Frontier ($89), United Airlines ($89), and Southwest ($90).

  • What are the most popular routes from Chicago to Delaware?

    Most travelers choose Chicago O'Hare Intl - Philadelphia, Chicago Midway - Philadelphia or Chicago O'Hare Intl - Salisbury-Ocean City when deciding on the best route from Chicago to Delaware.

  • Can I find deals for flights from Chicago to Delaware that include hotel bookings?

    Yes. In addition to deals on Chicago to Delaware flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Delaware?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Delaware.

  • Can I find deals for business class flights from Chicago to Delaware?

    Yes. Cheapflights offers flight deals from Chicago to Delaware by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Delaware

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Chicago to Delaware

Discover the top airline that operate flights from Chicago to Delaware. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$181Average$181FlexibilityNo cancel feeOn-time71%

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