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Chicago to Dipolog flights in December 2026 from $1,267 MDW, ORD, RFD → DPL

Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Dipolog Airport (DPL)

For departures in December 2026, the cheapest return found recently is $1,267 with American Airlines, 23 Dec – 18 Jan 2027, found 2 days ago.

Return

In December 2026, the cheapest return fare on each of 10 departure dates is usually $1,397 to $2,055. Across all 16 departure dates we hold on this route, it is usually $1,228 to $1,686. Of the 2 months with enough return fares to compare, December 2026 is usually the most expensive.

Cheapest return found recently

$1,267

23 Dec – 18 Jan 2027 · American Airlines

O'Hare International Airport (ORD) → Dipolog Airport (DPL)

out 2 stops, back 1 stop

found 2 days ago

See prices for these datesCheck today's price

Cheapest we hold, of any age

$1,208

7 Dec – 18 Jan 2027 · Southwest Airlines

Chicago Midway International Airport (MDW) → Dipolog Airport (DPL)

out 2 stops, back 2 stops

found 4 days ago

See prices for these datesCheck today's price

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
7 Dec – 18 Jan 2027$1,208Southwest Airlinesout 2 stops, back 2 stopsfound 4 days agoSee prices for these dates
23 Dec – 18 Jan 2027$1,267American Airlinesout 2 stops, back 1 stopfound 2 days agoSee prices for these dates
22 Dec – 6 Jan 2027$1,356American Airlinesout 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
28 Dec – 8 Feb 2027$1,520Southwest Airlinesout 2 stops, back 2 stopsfound 3 days agoSee prices for these dates
21 Dec – 8 Feb 2027$1,568Alaska Airlinesout 2 stops, back 2 stopsfound 2 days agoSee prices for these dates

Every date we hold

10 departure dates

7 Dec – 18 Jan 2027: $1,208, found 4 days ago14 Dec – 18 Jan 2027: $1,588, found 3 days ago16 Dec – 6 Jan 2027: $1,978, found 2 days ago18 Dec – 6 Jan 2027: $2,189, found 2 days ago19 Dec – 6 Jan 2027: $2,092, found 2 days ago20 Dec – 6 Jan 2027: $2,081, found 6 days ago21 Dec – 8 Feb 2027: $1,568, found 2 days ago22 Dec – 6 Jan 2027: $1,356, found 2 days ago23 Dec – 18 Jan 2027: $1,267, found 2 days ago28 Dec – 8 Feb 2027: $1,520, found 3 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
7 Dec – 18 Jan 2027$1,208Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 4 days agoSee prices for these dates
14 Dec – 18 Jan 2027$1,588Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 3 days agoSee prices for these dates
16 Dec – 6 Jan 2027$1,978Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
18 Dec – 6 Jan 2027$2,189Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
19 Dec – 6 Jan 2027$2,092Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
20 Dec – 6 Jan 2027$2,081Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 6 days agoSee prices for these dates
21 Dec – 8 Feb 2027$1,568Alaska AirlinesO'Hare International Airport (ORD) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
22 Dec – 6 Jan 2027$1,356American AirlinesO'Hare International Airport (ORD) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 2 days agoSee prices for these dates
23 Dec – 18 Jan 2027$1,267American AirlinesO'Hare International Airport (ORD) → Dipolog Airport (DPL)out 2 stops, back 1 stopfound 2 days agoSee prices for these dates
28 Dec – 8 Feb 2027$1,520Southwest AirlinesChicago Midway International Airport (MDW) → Dipolog Airport (DPL)out 2 stops, back 2 stopsfound 3 days agoSee prices for these dates

Which month looks cheapest?

June 2027 is the cheapest month — from $859.

December 2026From $1,20810 departure dates7 Dec – 18 Jan 2027 · found 4 days agoSee prices for these dates
January 2027From $9642 departure dates11 Jan 2027 – 7 Feb 2027 · found 3 days agoSee prices for these dates
May 2027From $1,2351 departure date31 May 2027 – 13 Jul 2027 · found 2 days agoSee prices for these dates
June 2027From $859Cheapest seen3 departure dates2 Jun 2027 – 14 Jul 2027 · found 4 days agoSee prices for these dates

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work