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Delaware

$70+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ILG
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$120
(Priceline)

One-way from

$70
(Southwest)

Popular in

March

Cheapest in

September

Average price

$151
From Illinois to Delaware
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One-way flight from Illinois to Delaware
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Highest demand for flights based on searches. 23% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Priceline deal was found by Cheapflights users on 9/11. 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 10/98:25 amMDW - PHL
Nonstop2h 02mFrontier
Mon 10/134:13 pmPHL - MDW
Nonstop2h 14mFrontier
Deal found 9/11$123
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/36:10 amORD - PHL
Nonstop2h 15mMultiple Airlines
Mon 10/66:40 pmPHL - ORD
1 stop24h 13mMultiple Airlines
Deal found 9/10$124
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:15 amMDW - PHL
Nonstop2h 01mFrontier
Wed 10/89:14 pmPHL - MDW
1 stop13h 33mFrontier
Deal found 9/10$125
This Frontier deal was found by Cheapflights users on 9/11. 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 10/36:10 amORD - PHL
Nonstop2h 15mFrontier
Sun 10/56:15 amPHL - ORD
1 stop11h 36mFrontier
Deal found 9/11$125
This Frontier deal was found by Cheapflights users on 9/9. 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 9/228:15 amMDW - PHL
Nonstop2h 01mFrontier
Thu 10/26:00 amPHL - MDW
Nonstop2h 11mFrontier
Deal found 9/9$126
This Frontier deal was found by Cheapflights users on 9/10. 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 10/1711:50 amORD - PHL
Nonstop2h 09mFrontier
Thu 10/234:10 pmPHL - ORD
Nonstop2h 30mFrontier
Deal found 9/10$126
This Gotogate deal was found by Cheapflights users on 9/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:15 amMDW - PHL
Nonstop2h 01mFrontier
Sun 10/55:15 amPHL - MDW
1 stop27h 08mFrontier
Deal found 9/11$127
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:15 amMDW - PHL
Nonstop2h 01mFrontier
Mon 10/65:15 amPHL - MDW
1 stop12h 10mFrontier
Deal found 9/9$128
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:15 amMDW - PHL
Nonstop2h 01mFrontier
Thu 10/96:37 pmPHL - MDW
1 stop6h 09mFrontier
Deal found 9/10$129
This Frontier deal was found by Cheapflights users on 9/11. 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.
Sat 10/46:15 amMDW - PHL
1 stop10h 12mFrontier
Mon 10/66:00 amPHL - MDW
Nonstop2h 11mFrontier
Deal found 9/11$130
This Priceline deal was found by Cheapflights users on 9/9. 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 10/1711:50 amORD - PHL
Nonstop2h 09mFrontier
Tue 10/2110:33 amPHL - ORD
1 stop7h 07mFrontier
Deal found 9/9$130
This Frontier deal was found by Cheapflights users on 9/9. 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.
Thu 9/258:15 amMDW - PHL
Nonstop2h 01mFrontier
Thu 10/26:00 amPHL - MDW
Nonstop2h 11mFrontier
Deal found 9/9$131

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 September 11, 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

Sat 10/11

6:30 am-4:25 pm

1 stop8h 55m

Philadelphia

Tue 10/14

5:25 am-6:30 am

Nonstop2h 05m

$133

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 10/3

9:36 pm-12:45 am

Nonstop2h 09m

Philadelphia

Tue 10/7

10:05 am-11:27 am

Nonstop2h 22m

$133

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 10/14

6:15 pm-9:10 pm

Nonstop1h 55m

Philadelphia

Mon 10/20

8:35 pm-9:45 pm

Nonstop2h 10m

$133

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 11/15

2:20 pm-5:29 pm

Nonstop2h 09m

Philadelphia

Mon 11/17

5:07 pm-6:35 pm

Nonstop2h 28m

$133

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sat 10/4

7:30 am-10:39 am

Nonstop2h 09m

Philadelphia

Sun 10/5

6:30 am-7:53 am

Nonstop2h 23m

$133

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 10/2

7:30 am-10:39 am

Nonstop2h 09m

Philadelphia

Tue 10/7

10:05 am-11:27 am

Nonstop2h 22m

$133

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 10/10

9:36 pm-12:45 am

Nonstop2h 09m

Philadelphia

Tue 10/14

5:06 pm-6:28 pm

Nonstop2h 22m

$133

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sat 10/11

9:55 am-12:50 pm

Nonstop1h 55m

Philadelphia

Sat 10/18

12:05 pm-1:10 pm

Nonstop2h 05m

$139

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 12/3

6:20 am-11:25 am

1 stop4h 05m

Philadelphia

Mon 12/8

6:00 am-7:15 am

Nonstop2h 15m

$143

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 10/14

11:05 am-2:16 pm

Nonstop2h 11m

Philadelphia

Wed 10/15

7:58 pm-11:15 pm

1 stop4h 17m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

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 September 11, 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
10,000 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Crew

8.0

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Crew

8.0

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 2h 09m. Southwest provides one of the quickest options available for as low as $133. The distance between Illinois and Delaware is about 676 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 $71. Southwest flights start at $74 while deals on United Airlines start at $75 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$181Average$181FlexibilityNo cancel feeOn-time71%

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