HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Delaware

$39+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ILG
nov. 26 — dic. 31
mar. 11/26
mar. 12/3
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

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Delaware (USDE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated noviembre 21, 2024.

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 noviembre 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1212:36 pmMDW - PHL
Nonstop2h 06mFrontier
dom. 12/154:50 pmPHL - MDW
Nonstop2h 22mFrontier
Deal found 11/20$76
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/66:07 pmORD - PHL
Nonstop2h 07mFrontier
lun. 12/99:10 pmPHL - ORD
Nonstop2h 28mFrontier
Deal found 11/20$77
This American Airlines deal was found by Cheapflights users on 11/21. 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.
mié. 12/116:31 amORD - PHL
Nonstop2h 01mAmerican Airlines
lun. 12/169:30 amPHL - ORD
Nonstop2h 30mAmerican Airlines
Deal found 11/21$131
This Kiwi.com deal was found by Cheapflights users on 11/20. 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.
lun. 12/94:58 pmORD - PHL
Nonstop2h 07mMultiple Airlines
mar. 12/107:16 amPHL - ORD
1 stop13h 59mMultiple Airlines
Deal found 11/20$136
This Southwest deal was found by Cheapflights users on 11/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/96:15 pmMDW - PHL
Nonstop1h 50mSouthwest
mié. 12/117:35 amPHL - MDW
Nonstop2h 10mSouthwest
Deal found 11/20$172
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/311:51 amORD - PHL
1 stop12h 26mSpirit Airlines
jue. 12/510:55 amPHL - ORD
1 stop11h 03mSpirit Airlines
Deal found 11/20$172
This United Airlines deal was found by Cheapflights users on 11/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/242:30 pmORD - PHL
Nonstop2h 06mUnited Airlines
mar. 12/316:35 amPHL - ORD
Nonstop2h 30mUnited Airlines
Deal found 11/20$177
This Delta deal was found by Cheapflights users on 11/21. 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. 12/76:00 amMDW - PHL
1 stop7h 12mDelta
mié. 12/186:00 amPHL - MDW
1 stop3h 58mDelta
Deal found 11/21$196
This Delta deal was found by Cheapflights users on 11/21. 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. 12/145:20 pmORD - PHL
1 stop4h 59mDelta
mar. 12/175:30 amPHL - ORD
1 stop6h 19mDelta
Deal found 11/21$196
This KAYAK deal was found by Cheapflights users on 11/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/167:30 amORD - PHL
2 stops12h 45mSouthwest
mié. 12/184:50 pmPHL - ORD
1 stop6h 10mSouthwest
Deal found 11/20$233
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/245:02 amORD - SBY
1 stop5h 25mAmerican Airlines
lun. 12/3011:55 amSBY - ORD
1 stop5h 59mAmerican Airlines
Deal found 11/20$395

Find flights from Chicago to Delaware within your budget

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 2,612,795 searches. Data last updated noviembre 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

jue. 12/12

12:36 pm-3:42 pm

Nonstop2h 06m

Philadelphia

dom. 12/15

4:50 pm-6:12 pm

Nonstop2h 22m

$76

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

vie. 12/6

6:07 pm-9:14 pm

Nonstop2h 07m

Philadelphia

lun. 12/9

9:10 pm-10:38 pm

Nonstop2h 28m

$77

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mié. 12/11

6:31 am-9:32 am

Nonstop2h 01m

Philadelphia

lun. 12/16

9:30 am-11:00 am

Nonstop2h 30m

$131

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

lun. 12/9

4:58 pm-8:05 pm

Nonstop2h 07m

Philadelphia

mar. 12/10

7:16 am-8:15 pm

1 stop13h 59m

$136

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

lun. 12/9

6:15 pm-9:05 pm

Nonstop1h 50m

Philadelphia

mié. 12/11

7:35 am-8:45 am

Nonstop2h 10m

$172

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 12/10

11:20 am-2:20 pm

Nonstop2h 00m

Philadelphia

mié. 12/11

6:20 am-12:42 pm

1 stop7h 22m

$181

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

lun. 12/9

5:11 pm-7:48 am

2 stops13h 37m

Philadelphia

mar. 12/10

7:27 pm-4:06 pm

2 stops21h 39m

$186

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

sáb. 12/7

6:00 am-2:12 pm

1 stop7h 12m

Philadelphia

mar. 12/17

12:37 pm-5:01 pm

1 stop5h 24m

$196

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 12/14

5:20 pm-11:19 pm

1 stop4h 59m

Philadelphia

dom. 1/12

9:33 am-12:55 pm

1 stop4h 22m

$196

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

lun. 12/16

7:30 am-9:15 pm

2 stops12h 45m

Philadelphia

mié. 12/18

4:50 pm-10:00 pm

1 stop6h 10m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 25 results
1
2
3

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.

Travel insights for flights from Chicago to Delaware

Get recent, data-driven insights about flights from Chicago to Delaware including ideal travel times, pricing trends, and more.

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 noviembre 21, 2024.
To help decide which airline to fly from Chicago to Delaware, see what other customers have to say about Frontier, American Airlines and Southwest. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,389 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Food

7.2

Comfort

8.1

Crew

8.7

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 ($39), American Airlines ($69), and Southwest ($86).

  • 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 Orlando flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to Miami flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Newark flights
O'Hare Intl to Denver flights
O'Hare Intl to Seattle flights
O'Hare Intl to Tampa flights
O'Hare Intl to Atlanta flights
Midway to Newark flights
O'Hare Intl to Boston flights
Midway to Las Vegas flights
O'Hare Intl to San Francisco flights
Midway to Miami flights
Midway to John F Kennedy Intl flights
Midway to Orlando flights
Midway to Dallas/Fort Worth flights
O'Hare Intl to Hobby flights
O'Hare Intl to Honolulu flights
Midway to Los Angeles flights
O'Hare Intl to George Bush Intcntl flights
Midway to Atlanta flights
Midway to Sky Harbor Intl flights
O'Hare Intl to New Orleans flights
O'Hare Intl to San Diego flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Burbank flights
O'Hare Intl to West Palm Beach flights
Midway to Hobby flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Ontario flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Austin flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Nashville flights
Midway to Fort Lauderdale flights
Midway to LaGuardia flights
Midway to Seattle flights
O'Hare Intl to Charlotte flights
St. Louis to Las Vegas flights
Midway to Tampa flights
O'Hare Intl to Key West 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.
View all available airlines