Cheap flights from Love Field (DAL) to Chicago (CHI) from $89

This is the cheapest one-way flight price, found on 9/18. Prices may vary by date and flight preferences.
DAL — CHI
Sep 25 — Oct 21

How to find the cheapest flight from Love Field (DAL) to Chicago (CHI)

All the information you need to plan the best DAL to CHI flight in 2023: compare Love Field to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

October

Cheapest in

November

Average price

$268

Round-trip from

$207
High demand for flights, 46% potential price rise
Best time to find cheap flights, 42% potential price drop
Average for round-trip flights in September 2023
From Dallas Love Field to Chicago (CHI)

DAL - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

How far in advance should I book a flight from Dallas Love Field Airport to Chicago?

Find a great deal and save up to 45% by booking at least 36 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Dallas Love Field Airport to Chicago within the next two weeks, with the cheapest ticket starting at $228.

What is the cheapest month to fly from Dallas Love Field Airport to Chicago?

January can be a great time to fly to Chicago from Dallas Love Field Airport with a flight ticket averaging about $220. Cheapflights users have found deals in the month of January for as cheap as $72. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Dallas Love Field Airport to Chicago (DAL - CHI)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Dallas Love Field Airport to Chicago as you normally would.

Cheap Delta flights from Love Field to Chicago

Peruse some of the lowest-priced Delta flights we've found from Dallas to Chicago. Make sure to check back often as deals are often changing.

Cheap Southwest flights from Love Field to Chicago

Have a look at some of the cheapest available Southwest flights departing from Dallas and landing in Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Love Field to Chicago flights in September & October 2023

The best prices found for DAL to CHI flights for September, October
These are some of the most attractive deals on flights from Dallas to Chicago in 2023. Check back in a little while for more flight options.

Love Field to Chicago 2023 flight deals

Cheap flights to Chicago from Love Field found for this year
These are some of the most attractive deals on flights from Dallas to Chicago in 2023. Check back in a little while for more flight options.

Non-stop flights to Chicago from Love Field

Save time with Love Field to Chicago direct flight deals
Take a look at some of the direct flights traveling from Dallas to Chicago in the near future. Search for alternative flights from Dallas to Chicago by utilizing the search form above.

Love Field to Chicago flights leaving soon

Late deals on return flights to Chicago from Love Field, departing today and this week
Consider one of these great deals we found on last-minute flights from Dallas to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Chicago from Love Field

The cheapest one-way flights from Love Field to Chicago
Users traveling one-way from Dallas to Chicago can select one of these great deals. Users in need of a round-trip flight from Dallas to Chicago instead should update the search form at the top of page.

Find flights from Love Field to Chicago within your budget

Use the slider to find flights from Love Field to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$177 - $407

Route

Depart

Return

Price

Dallas Love FieldChicago O'Hare Intl

DAL - ORD

DALORD

Dallas Love Field

Wed 10/18

1 stop5h 14m

Chicago O'Hare Intl

Wed 10/25

1 stop5h 30m

Dallas Love FieldChicago Midway

DAL - MDW

DALMDW

Dallas Love Field

Wed 10/11

1 stop7h 53m

Chicago Midway

Wed 10/18

1 stop6h 43m

Dallas Love FieldChicago O'Hare Intl

DAL - ORD

DALORD

Dallas Love Field

Fri 10/20

1 stop5h 14m

Chicago O'Hare Intl

Wed 10/25

1 stop5h 34m

Dallas Love FieldChicago Midway

DAL - MDW

DALMDW

Dallas Love Field

Sat 10/14

1 stop5h 53m

Chicago Midway

Fri 10/20

1 stop6h 43m

Dallas Love FieldChicago O'Hare Intl

DAL - ORD

DALORD

Dallas Love Field

Wed 10/11

1 stop7h 58m

Chicago O'Hare Intl

Sat 10/14

1 stop5h 34m

Dallas Love FieldChicago Midway

DAL - MDW

DALMDW

Dallas Love Field

Sun 10/22

Nonstop2h 15m

Chicago Midway

Wed 10/25

Nonstop2h 20m

Dallas Love FieldChicago O'Hare Intl

DAL - ORD

DALORD

Dallas Love Field

Mon 10/16

1 stop4h 10m

Chicago O'Hare Intl

Thu 10/19

Nonstop2h 25m

Dallas Love FieldChicago Midway

DAL - MDW

DALMDW

Dallas Love Field

Wed 10/25

Nonstop2h 15m

Chicago Midway

Thu 10/26

1 stop3h 35m

Dallas Love FieldChicago O'Hare Intl

DAL - ORD

DALORD

Dallas Love Field

Fri 10/6

1 stop7h 35m

Chicago O'Hare Intl

Mon 10/9

1 stop5h 34m

Flights are sorted by cheapest first

Deals found on 9/19

Reviews of airlines servicing Chicago

See what other customers who have flown with Delta, Southwest and Alaska Airlines from Dallas to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Crew

8.6

Comfort

8.0

Entertainment

7.2

Food

7.2

Overall

8.1

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Alaska Airlines
8.1
Very good
1,393 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Crew

8.6

Comfort

8.0

Entertainment

7.2

Food

7.2

Overall

8.1

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Delta
7.9
Good
3,016 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Crew

8.6

Comfort

8.0

Entertainment

7.2

Food

7.2

Overall

8.1

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Southwest
7.6
Good
1,517 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Crew

8.6

Comfort

8.0

Entertainment

7.2

Food

7.2

Overall

8.1

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Spirit Airlines
6.3
Okay
1,480 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Boarding

8.3

Crew

8.6

Comfort

8.0

Entertainment

7.2

Food

7.2

Overall

8.1

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Related info for your journey

Useful info, stats and facts about Love Field to Chicago flights.

Can I find flights from Dallas Love Field Airport to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Dallas Love Field Airport to Chicago for under $200. The cheapest flight booked recently is on Delta for just $177, but on average you can expect to pay $214.

Are there nonstop flights from Dallas Love Field Airport to Chicago for under $300 on Cheapflights?

Cheapflights has at least 7 direct flights from Dallas Love Field Airport to Chicago under $300. A good price for a nonstop flight from Dallas Love Field Airport to Chicago is less than $276.

Are there last-minute flights available from Dallas Love Field Airport to Chicago for under $300?

There are currently 20+ open flights from Dallas Love Field Airport to Chicago within the next 7 days for less than $300.

What are the cheapest airlines flying from Dallas Love Field Airport to Chicago round-trip?

Currently priced at $177, Delta will fly you from Dallas Love Field Airport to Chicago and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $217. Users have found that Delta is 41% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Dallas Love Field Airport to Chicago one-way?

The cheapest airlines for a one-way flight from Dallas Love Field Airport to Chicago are Delta ($89), Alaska Airlines ($163), and Southwest ($309).

What does DAL to ORD mean?

Great question - DAL to ORD just means Dallas Love Field Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Top airline flying from Love Field to Chicago

The chart below displays the airlines Cheapflights users traveling from Love Field to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$467FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Love Field to Chicago

See what time of day planes typically take off from Love Field to Chicago
13%of flight departuresEarly morningMidnight to 6 am
45%of flight departuresMorning6 am to noon
37%of flight departuresAfternoonNoon to 6 pm
5%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Love Field to Chicago

See how many times per day planes take to the skies headed from Love Field to Chicago
Sunday12daily flights
Monday21daily flights
Tuesday21daily flights
Wednesday21daily flights
Thursday21daily flights
Friday21daily flights
Saturday12daily flights
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