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Delaware

$62+ Cheap flights from Illinois 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ILG
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Find flight deals from Illinois to Delaware

Cheapest flights from Illinois to Delaware
Explore the most affordable flight options available from Illinois to Delaware. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Fri 12/52:00 pmORD - PHL
Nonstop2h 15mFrontier
Fri 12/1211:10 amPHL - ORD
Nonstop2h 30mFrontier
Deal found 10/18$105
This Mytrip deal was found by Cheapflights users on 10/18. 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.
Sat 10/252:45 pmORD - PHL
Nonstop2h 15mFrontier
Sun 10/268:40 amPHL - ORD
1 stop23h 30mFrontier
Deal found 10/18$106
This CheapOair deal was found by Cheapflights users on 10/20. 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.
Fri 10/318:26 amORD - PHL
Nonstop2h 13mFrontier
Sat 11/87:38 pmPHL - ORD
1 stop19h 21mFrontier
Deal found 10/20$107
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:15 amMDW - PHL
Nonstop2h 04mFrontier
Thu 11/61:19 pmPHL - MDW
Nonstop2h 14mFrontier
Deal found 10/19$108
This CheapOair deal was found by Cheapflights users on 10/20. 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.
Thu 10/308:26 amORD - PHL
Nonstop2h 13mFrontier
Mon 11/36:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 10/20$108
This Frontier deal was found by Cheapflights users on 10/19. 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.
Mon 12/222:15 pmORD - PHL
Nonstop2h 15mFrontier
Wed 12/316:36 pmPHL - ORD
Nonstop2h 30mFrontier
Deal found 10/19$110
This Frontier deal was found by Cheapflights users on 10/18. 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.
Fri 11/712:14 pmMDW - PHL
Nonstop2h 00mFrontier
Fri 11/710:32 pmPHL - MDW
1 stop12h 54mFrontier
Deal found 10/18$111
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:26 amORD - PHL
Nonstop2h 13mFrontier
Sun 11/29:23 amPHL - ORD
Nonstop2h 29mFrontier
Deal found 10/20$111
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:14 pmMDW - PHL
Nonstop2h 00mFrontier
Sun 11/166:15 amPHL - MDW
Nonstop2h 15mFrontier
Deal found 10/19$112
This Frontier deal was found by Cheapflights users on 10/19. 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.
Sun 11/25:01 amORD - PHL
Nonstop2h 12mFrontier
Fri 11/146:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 10/19$112
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Mon 10/2711:51 amORD - PHL
Nonstop2h 09mFrontier
Thu 10/306:00 amPHL - ORD
Nonstop2h 26mFrontier
Deal found 10/20$113
This CheapOair deal was found by Cheapflights users on 10/19. 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.
Thu 11/61:37 pmMDW - PHL
1 stop9h 42mFrontier
Mon 11/102:02 pmPHL - MDW
Nonstop2h 12mFrontier
Deal found 10/19$114

Cheap flight deals from Illinois to Delaware

Keep the following information in mind while searching for Illinois to Delaware flight deals. Data was last updated October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$105
(Kiwi.com)

One-way from

$62
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$197
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Philadelphia flights.
Search Deals
From Illinois to Delaware
Search Deals
One-way flight from Illinois to Delaware
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 October 20, 2025.
Use the filters below to find and compare flights from Illinois to Delaware that are best for you.

Fly from

Illinois

Fly to

Delaware

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 10/30

10:12 am-6:30 pm

1 stop7h 18m

Philadelphia

Thu 11/6

1:19 pm-2:33 pm

Nonstop2h 14m

$123

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 11/19

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

Wed 11/19

6:15 pm-7:25 pm

Nonstop2h 10m

$139

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 12/6

6:02 pm-9:10 pm

Nonstop2h 08m

Philadelphia

Wed 12/10

1:15 pm-2:35 pm

Nonstop2h 20m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sun 10/26

11:57 am-1:07 am

1 stop12h 10m

Philadelphia

Mon 10/27

9:48 pm-11:03 pm

Nonstop2h 15m

$141

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 11/6

6:25 am-6:44 pm

1 stop11h 19m

Philadelphia

Mon 11/10

11:18 am-12:30 am

1 stop14h 12m

$144

St. LouisPhiladelphia

STL - PHL

STLPHL

Lambert-St Louis

Wed 11/12

7:45 pm-4:49 am

1 stop8h 04m

Philadelphia

Sun 11/16

5:50 am-10:12 am

1 stop5h 22m

$144

St. LouisPhiladelphia

STL - PHL

STLPHL

Lambert-St Louis

Thu 12/11

3:30 pm-12:40 am

1 stop8h 10m

Philadelphia

Sun 12/14

2:06 pm-10:33 pm

1 stop9h 27m

$156

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 12/2

9:00 am-12:07 pm

Nonstop2h 07m

Philadelphia

Thu 12/4

10:15 am-11:35 am

Nonstop2h 20m

$158

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Fri 12/5

8:10 am-11:05 am

Nonstop1h 55m

Philadelphia

Mon 12/8

4:00 pm-5:10 pm

Nonstop2h 10m

$163

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sun 10/26

8:25 am-11:27 am

Nonstop2h 02m

Philadelphia

Wed 10/29

8:00 am-9:12 am

1 stop26h 12m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Delaware

Have a flexible travel schedule? Discover the best time to fly to Delaware from Illinois 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 Illinois to Delaware
No data available for this route at this time. Please check back soon.

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 October 20, 2025.
See what other customers who have flown with American Airlines from Illinois to Delaware have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,024 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,024 reviews
American Airlines
7.2
Good
11,024 reviews

Crew

8.0

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

  • How long is the flight from Illinois to Delaware?

    A quick flight from Illinois to Delaware can take about 1h 55m. Frontier provides one of the quickest options available for as low as $139. The distance between Illinois and Delaware is about 666 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $64. United Airlines flights start at $64 while deals on Southwest start at $70 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois 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 Illinois to Delaware

Discover the top airline that operate flights from Illinois 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$181Average$181FlexibilityNo cancel feeOn-time71%

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