Cheap flights from Dallas to Chicago

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Flight deals from Dallas to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Dallas to Chicago? If you want to travel next month, round-trip fares start from $146. Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$146 per passenger.Departing Wed, Aug 19, returning Wed, Aug 26.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Wed, Aug 19, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Wed, Aug 26, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $146, select.

Chicago.$147 per passenger.Departing Wed, Sep 23, returning Wed, Sep 30.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Wed, Sep 23, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Wed, Sep 30, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $147, select.

Chicago.$147 per passenger.Departing Sat, Oct 3, returning Sat, Oct 10.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Sat, Oct 3, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sat, Oct 10, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $147, select.

Chicago.$148 per passenger.Departing Wed, Sep 30, returning Sat, Oct 3.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Wed, Sep 30, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Sat, Oct 3, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $148, select.

Chicago.$152 per passenger.Departing Sat, Aug 29, returning Tue, Sep 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Sat, Aug 29, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Tue, Sep 1, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $152, select.

Chicago.$166 per passenger.Departing Tue, Aug 4, returning Tue, Oct 6.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Tue, Aug 4, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Tue, Oct 6, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $166, select.

Chicago.$172 per passenger.Departing Mon, Nov 2, returning Wed, Nov 4.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Mon, Nov 2, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Wed, Nov 4, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $172, select.

Chicago.$172 per passenger.Departing Tue, Jul 21, returning Wed, Jul 22.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Tue, Jul 21, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on Wed, Jul 22, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $172, select.

Chicago.$174 per passenger.Departing Wed, Jul 22, returning Tue, Aug 4.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Wed, Jul 22, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Tue, Aug 4, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $174, select.

Chicago.$183 per passenger.Departing Wed, Oct 28, returning Tue, Nov 3.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Dallas Fort Worth International on Wed, Oct 28, arriving in Chicago O'Hare International.Inbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Tue, Nov 3, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $183, select.

Chicago.$223 per passenger.Departing Sun, Jul 19, returning Tue, Oct 13.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Dallas Fort Worth International on Sun, Jul 19, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departing from Chicago O'Hare International on Tue, Oct 13, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $223, select.

Chicago.$266 per passenger.Departing Sat, Dec 12, returning Wed, Dec 16.Round-trip flight with United.Outbound direct flight with United departing from Dallas Fort Worth International on Sat, Dec 12, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Wed, Dec 16, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $266, select.

Chicago.$281 per passenger.Departing Mon, Nov 2, returning Tue, Dec 15.Round-trip flight with United.Outbound direct flight with United departing from Dallas Fort Worth International on Mon, Nov 2, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Tue, Dec 15, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $281, select.

Chicago.$300 per passenger.Departing Sat, Jan 9, returning Sat, Jan 23.Round-trip flight with United.Outbound direct flight with United departing from Dallas Fort Worth International on Sat, Jan 9, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Sat, Jan 23, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $300, select.

Chicago.$301 per passenger.Departing Tue, Feb 23, returning Tue, Mar 2.Round-trip flight with United.Outbound direct flight with United departing from Dallas Fort Worth International on Tue, Feb 23, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Tue, Mar 2, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $301, select.

Chicago.$301 per passenger.Departing Tue, Mar 23, returning Tue, Mar 30.Round-trip flight with United.Outbound direct flight with United departing from Dallas Fort Worth International on Tue, Mar 23, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago O'Hare International on Tue, Mar 30, arriving in Dallas Fort Worth International.Price includes taxes and charges.From $301, select.

Find the cheapest month to fly from Dallas to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Dallas to Chicago flights are currently cheapest in August.

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Direct flights from Dallas to Chicago

Alternative Dallas to Chicago routes

Looking for the cheapest, fastest or easiest route from Dallas to Chicago? You could fly into the following airports instead.

Dallas to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$146
Cheapest month to fly	August
Average flight time	2 hrs, 22 mins
Most popular airline	American Airlines
Average flights per week	793

Finding cheap flights from Dallas to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

How much are round-trip flights from Dallas to Chicago?

The best price we found for a round-trip flight from Dallas to Chicago is $146. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Dallas to Chicago?

2 hours and 21 minutes is the average flight time from Dallas to Chicago.

Which airlines fly direct from Dallas to Chicago?

American Airlines, Southwest Airlines and British Airways fly direct from Dallas to Chicago.

How many flights are there a week from Dallas to Chicago?

There are 793 flights per week flying from Dallas to Chicago, as of July 2026.

When is the cheapest time to fly from Dallas to Chicago?

The cheapest month to fly from Dallas to Chicago is usually August.

What's the cheapest airport to fly to in Chicago?

If you're flying from Dallas, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the center of Chicago. We've found flights to this airport from $146.

Which upcoming date is cheapest to fly from Dallas to Chicago on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Dallas to Chicago on Wednesday, August 19, 2026.

Can I get a direct flight from Dallas to Chicago?

Yes – the average flight time is 2 hours and 21 minutes.

How can I get the best flight deal from Dallas to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly with from Dallas to Chicago?

The cheapest airline that flies to Chicago is Frontier Airlines.

Flying from Dallas to Chicago: what you need to know

Begin your trip planning by checking out the most convenient departure point for your flight from Dallas to Chicago. Explore the options for taking off from Dallas Fort Worth International Airport (DFW) or Dallas Love Field Airport (DAL), two of the city's main airports.
When it comes to landing in Chicago, Chicago O'Hare International Airport (ORD) is a major hub. Chicago Midway Airport (MDW) is another.
Take a direct Dallas to Chicago flight and you'll be traveling for an average of 2 hours 25 minutes.
Dallas and Chicago follow the same timezone, UTC-6.
The busiest route for flights from Dallas to Chicago is from Dallas Fort Worth International Airport (DFW) to Chicago O'Hare International Airport (ORD). There are 135 services every week between these two airports. If you'd like to get going as soon as possible, the earliest flight from DFW to ORD is the 05:00 American Airlines service. If you have other commitments or plans on your day of travel, the latest available service is at 22:30 with American Airlines.
To ensure you board your Dallas to Chicago flight, allow plenty of time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the standard rule.
During popular months like July, you'll want to get to the airport even earlier. Arrive two hours before a domestic departure and four hours ahead of international flights when you travel during high season in general.

How to find the cheapest flights from Dallas to Chicago

Don't leave everything to the last moment. You're more likely to find cheap Dallas to Chicago flights if you book ahead. Airlines often have some amazing early bird deals.
The 'Whole month' search tool shows you the cheapest plane tickets from Dallas to Chicago throughout the entire month. It's a good way to find a bargain if your plans aren't set in stone.
Spend less time searching for cheap flights from Dallas to Chicago by creating a Price Alert. You'll receive an email or notification on the app when a lower fare becomes available.
Lock in a cheap Dallas to Chicago flight with the help of our filters. Choose your preferred times, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

Flying from Dallas

Dallas Fort Worth International Airport (DFW)

Set off from Dallas Fort Worth International Airport (DFW) and fly straight through to Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW). If you're looking for a direct flight from Dallas to Chicago out of DFW, those are your arrival choices.
Choose from a variety of airlines that offer direct Dallas to Chicago plane tickets out of DFW. Claim your seat with one of these carriers:
DFW is around 24 kilometers from central Dallas. If you're ride-sharing, catching a cab or driving from the center, it'll take you 25 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the journey time to be around 1 hour.
Booked an early flight from Dallas to Chicago? Avoid the last-minute rush to the airport (and enjoy a little extra shut-eye) by choosing one of these stays near Dallas Fort Worth International Airport:
72% of flights that leave from Dallas Fort Worth International Airport make it to their destination on time.
The address for DFW is 2400 Aviation Dr.

Arriving in Chicago

Chicago O'Hare International Airport (ORD)

The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 26 kilometers. It'll take you around 30 minutes to get to the center driving.
Traveling to the center by public transport will take you around 45 minutes.
The last thing you need is a lengthy journey to your hotel if you're getting in late on a flight from Dallas to Chicago. Book one of these accommodation options near ORD instead:
Pick up a Chicago O'Hare International Airport rental car and discover Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are top providers you can book with here.
Lock in the best possible rate by booking your ride from Chicago O'Hare International Airport around four weeks ahead of your trip.
You'll find ORD at 10000 West O'Hare.

Chicago Midway Airport (MDW)

As soon as your flight from Dallas to Chicago has hit the tarmac, you can get to the city center in around 25 minutes by car. Central Chicago is roughly 14 kilometers from Chicago Midway Airport (MDW).
Public transport will get you there in around 30 minutes.
You'll find some comfortable places to lay your head close to MDW. Kick back after your Dallas to Chicago flight at any of these well-located options:
Dollar, Hertz and Budget make picking up a Chicago Midway Airport rental car quick and easy. These suppliers are located around or in the terminal and will have you on the road before long.
Get what you want, not just what's left over. Reserving your ride from MDW four weeks in advance often means better deals and a wider choice of vehicles.
Chicago Midway Airport can be found at 5700 South Cicero.

Chicago Rockford Airport (RFD)

Step off your flight from Dallas to Chicago and head directly to your hotel or start exploring right away. Central Chicago is around 129 kilometers from Chicago Rockford Airport (RFD) and usually takes 1 hour 40 minutes to reach by car.
Public transport will take you there in about 2 hours.
Be in control of the next leg of your journey with a Chicago Rockford Airport rental car. Budget, Alamo and National make getting on the road effortless.
Rental agencies sometimes offer discounts for early bookings, so book your vehicle from RFD ahead of your flight from Dallas to Chicago. A bit of planning goes a long way in savings.
Chicago Rockford Airport's street address is 2 Airport Cir.

Best time to go to Chicago

It's time to plan your dates for your flight from Dallas to Chicago. July is the most popular month to visit Chicago. If you want a quieter vibe, go in March.
The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your Dallas to Chicago ticket then if that's your ideal forecast.
If you like traveling in cooler conditions, search for a cheap flight from Dallas to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

When it comes to searching for somewhere to rest your head, you'll find the best places to stay in Chicago right here. Explore these hotels once you've locked in your flight from Dallas to Chicago:
All great vacations should include a little sightseeing. Millennium Park, The Art Institute of Chicago and Willis Tower are must-visits when exploring Chicago.

Explore more of the United States

Chicago has loads to offer, but there are so many other parts of the United States just waiting to be explored. About 451 kilometers southeast of Chicago, a visit to Columbus will keep you busy. Check out popular attractions like Franklin Park Conservatory and Botanical Gardens, Columbus Park of Roses and Ohio Theatre.
Around 257 kilometers southeast of Chicago, Indianapolis is another essential stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum of American Indians and Western Art and The Children's Museum of Indianapolis.