HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ILG
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Delaware with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 February 28, 2026.

This Expedia deal was found by Cheapflights users on 2/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Mon 4/276:29 pm
PHL
-
ORD
Nonstop2h 34m
Frontier
Deal found 2/24$125
This Frontier deal was found by Cheapflights users on 2/24. 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 4/242:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Fri 5/16:29 pm
PHL
-
ORD
Nonstop2h 34m
Frontier
Deal found 2/24$126
This Kiwi.com deal was found by Cheapflights users on 2/24. 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.
Thu 4/162:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Sun 4/1910:00 pm
PHL
-
ORD
1 stop21h 50m
Frontier
Deal found 2/24$128
This Orbitz deal was found by Cheapflights users on 2/25. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/102:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Thu 5/146:34 pm
PHL
-
ORD
Nonstop2h 34m
Frontier
Deal found 2/25$130
This Frontier deal was found by Cheapflights users on 2/24. 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 5/42:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Sun 5/106:34 pm
PHL
-
ORD
Nonstop2h 34m
Frontier
Deal found 2/24$131
This Kiwi.com deal was found by Cheapflights users on 2/25. 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 4/202:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Wed 4/221:30 pm
PHL
-
ORD
1 stop8h 47m
Frontier
Deal found 2/25$133
This Expedia deal was found by Cheapflights users on 2/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:20 pm
ORD
-
PHL
Nonstop2h 14m
Frontier
Mon 4/206:29 pm
PHL
-
ORD
Nonstop2h 34m
Frontier
Deal found 2/25$134
This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
Thu 4/162:20 pm
ORD
-
PHL
Nonstop2h 14m
Multiple Airlines
Mon 4/2010:38 pm
PHL
-
ORD
2 stops12h 45m
Multiple Airlines
Deal found 2/27$136
This Kiwi.com deal was found by Cheapflights users on 2/24. 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.
Wed 4/83:29 pm
ORD
-
PHL
1 stop13h 02m
Frontier
Sat 4/185:05 am
PHL
-
ORD
1 stop7h 28m
Frontier
Deal found 2/24$137
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Thu 4/306:00 am
MDW
-
PHL
1 stop12h 19m
Frontier
Wed 5/67:56 pm
PHL
-
MDW
1 stop13h 08m
Frontier
Deal found 2/25$155
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 5/116:00 am
MDW
-
PHL
1 stop25h 10m
Frontier
Thu 5/145:05 am
PHL
-
MDW
1 stop18h 14m
Frontier
Deal found 2/26$156
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sun 5/36:00 am
MDW
-
PHL
1 stop25h 10m
Frontier
Tue 5/129:17 am
PHL
-
MDW
1 stop11h 14m
Frontier
Deal found 2/25$159

Find flight deals from Chicago to Delaware

Keep the following information in mind while searching for Chicago to Delaware flight deals. Data was last updated February 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$126
(Frontier)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

October

Average price

$350
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 Chicago (CHI) to Delaware
Search Deals
One-way flight from Chicago (CHI) to Delaware
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 28, 2026.
Use the filters below to find and compare flights from Chicago to Delaware that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 5/15

2:20 pm-5:34 pm

Nonstop2h 14m

Philadelphia

Sun 5/17

6:34 pm-8:08 pm

Nonstop2h 34m

$157

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 4/29

11:05 am-2:16 pm

Nonstop2h 11m

Philadelphia

Mon 5/4

5:00 pm-6:29 pm

Nonstop2h 29m

$175

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Fri 5/8

4:04 pm-7:17 pm

Nonstop2h 13m

Philadelphia

Sun 5/10

6:10 am-7:39 am

Nonstop2h 29m

$177

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 4/28

12:52 pm-6:23 pm

1 stop4h 31m

Philadelphia

Wed 4/29

9:42 am-12:43 pm

1 stop4h 01m

$195

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Mon 4/27

1:36 pm-7:18 pm

1 stop4h 42m

Philadelphia

Wed 4/29

9:42 am-12:45 pm

1 stop4h 03m

$195

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

3:25 pm-6:25 pm

Nonstop2h 00m

Philadelphia

Wed 5/6

5:45 pm-6:55 pm

Nonstop2h 10m

$199

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Mon 3/9

10:44 am-8:44 am

2 stops21h 00m

Philadelphia

Wed 3/11

6:00 am-7:11 pm

1 stop14h 11m

$220

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Mon 4/27

7:15 am-10:28 am

Nonstop2h 13m

Philadelphia

Wed 4/29

10:33 am-2:27 pm

1 stop4h 54m

$232

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 4/8

6:34 pm-11:00 pm

1 stop3h 26m

Philadelphia

Sat 4/11

9:40 am-12:29 pm

1 stop3h 49m

$237

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 4/30

7:40 am-10:35 am

Nonstop1h 55m

Philadelphia

Mon 5/11

11:10 am-12:20 pm

Nonstop2h 10m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 53 resultsSorted by cheapest first
1
2
3
...
6

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
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Chicago to Delaware?

    Frontier, United Airlines, and Delta can get you from Chicago to Delaware in just under 2h 11m. Your travel time can differ by up to 2h 20m. There are 676 mi between Chicago and Delaware. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Delaware

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Hobby flights
O'Hare Intl to Seattle flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Newark flights
O'Hare Intl to Denver flights
O'Hare Intl to San Francisco flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Atlanta flights
Midway to Las Vegas flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to San Diego flights
Midway to Fort Lauderdale flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Midway to Los Angeles flights
O'Hare Intl to Ontario flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Austin flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to New Orleans flights
Midway to Miami flights
Midway to Sky Harbor Intl flights
Midway to Atlanta flights
O'Hare Intl to Honolulu flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Love Field flights
Midway to Tampa flights
Midway to Hobby flights
St. Louis to Las Vegas flights
O'Hare Intl to Nashville flights
O'Hare Intl to Boston flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Charleston flights
St. Louis to Orlando flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Charlotte flights
Midway to John F Kennedy Intl flights
O'Hare Intl to Portland flights
O'Hare Intl to West Palm Beach flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights