DFW → MDW

Find and Compare the Cheapest Ways to Fly from Dallas to Chicago

Compare one-way, round-trip and flight + hotel packages from Dallas to Chicago, a nonstop flight of about 2h 5m, with fares from around 155. Nonstop fares seen from Frontier.

Dallas to Chicago flight facts

Dallas to Chicago is a domestic route covering about 797 miles, arriving at Chicago Midway International Airport (MDW) in United States. Peak travel season in Chicago runs June–August (warm, lakefront festivals), while November–April is usually the quietest and best-value time to visit. Nonstop fares we've tracked on this route come from Frontier.

Key facts for flights from Dallas to Chicago
Departing fromDallas/Fort Worth International Airport (DFW)
Arriving atChicago Midway International Airport (MDW)
Distance797 miles (1,283 km)
Nonstop flight timeAbout 2h 5m
Nonstop airlines seenFrontier
Round-trip fares from$155 (estimate)
Cheapest monthsJanuary, February, April
Peak season in ChicagoJune–August
Cheapest hotel months in ChicagoNovember–April
Best time to book1 to 3 months ahead
Route info updatedOctober 16, 2026

When to visit Chicago

  • Peak season

    June–August

    Warm, lakefront festivals

  • Shoulder season

    May & September–October

    Mild and comfortable

  • Off-peak season

    November–April

    Cold, windy and snowy

Estimated round-trip fares by month, Dallas to Chicago

Estimated lowest round-trip fare per month
MonthFares from
January$155
February$155
March$170
April$160
May$190
June$215
July$205
August$200
September$160
October$165
November$200
December$220

Flying from Dallas to Chicago

Airlines Flying this Route

Nonstop fares we've tracked on this route come from Frontier. Ducoffs.com compares full-service and low-cost airlines flying between Dallas and Chicago in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.

Best Time to Book Flights from Dallas to Chicago

Fares on this route tend to be lowest in January, February, and April. For the best selection, book about 1 to 3 months before departure and stay flexible by a day or two.

Average Travel Duration

Dallas and Chicago are about 797 miles apart. A nonstop flight takes roughly 2h 5m; connecting itineraries usually add 2 to 5 hours.

Dallas to Chicago flight questions

How can I find the absolute cheapest flight from Dallas to Chicago?

The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.

What is the cheapest month to fly from Dallas to Chicago?

Based on typical seasonal demand, January, February, and April tend to offer the lowest fares on this route, with estimated round-trip prices starting around $155. Live prices change daily, so run a search for your exact dates.

How long is the flight from Dallas to Chicago?

Dallas and Chicago are about 797 miles apart. A nonstop flight takes roughly 2h 5m, while connecting itineraries usually add 2 to 5 hours depending on the layover.

Which airlines fly nonstop from Dallas to Chicago?

Recent nonstop fares we've tracked on this route come from Frontier. Schedules change by season, so your live search shows every airline flying your dates.

When are hotels cheapest in Chicago?

Hotel rates in Chicago are usually lowest in November–April, when demand is quieter, and highest during peak season (June–August). Booking your flight and hotel together can save up to 30%.

Which airport do I fly into for Chicago?

This route arrives at Chicago Midway International Airport (MDW). Your search results also show nearby airports when they offer a cheaper or faster option.

How far in advance should I book a flight to Chicago?

For this route, booking about 1 to 3 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.

Is it cheaper to bundle flights and hotels together?

Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.