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Long Beach to Chicago flights in December 2026 from $149 LGB → MDW, ORD

Long Beach Airport (LGB) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)

For departures in December 2026, the cheapest return found recently is $501 with Southwest Airlines, 30 Dec – 3 Jan 2027, found 2 days ago. The cheapest one-way found recently is $149 with Alaska Airlines, 2 Dec, found yesterday.

Return

In December 2026, the cheapest return fare on each of 9 departure dates is usually $371 to $516. Across all 14 departure dates we hold on this route, it is usually $412 to $512.

Cheapest return found recently

$501

30 Dec – 3 Jan 2027 · Southwest Airlines

Long Beach Airport (LGB) → Chicago Midway International Airport (MDW)

out nonstop, back nonstop

found 2 days ago

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Cheapest we hold, of any age

$344

15 Dec – 3 Jan 2027 · Southwest Airlines

Long Beach Airport (LGB) → Chicago Midway International Airport (MDW)

out nonstop, back nonstop

found 3 days ago

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
15 Dec – 3 Jan 2027$344Southwest Airlinesout nonstop, back nonstopfound 3 days agoSee prices for these dates
10 Dec – 14 Dec$346Alaska Airlinesout 1 stop, back 1 stopfound 6 days agoSee prices for these dates
11 Dec – 15 Dec$371Southwest Airlinesout nonstop, back nonstopfound 4 days agoSee prices for these dates
18 Dec – 20 Dec$427Southwest Airlinesout 1 stop, back nonstopfound 5 days agoSee prices for these dates
28 Dec – 2 Jan 2027$501Southwest Airlinesout nonstop, back nonstopfound 6 days agoSee prices for these dates

Every date we hold

9 departure dates

10 Dec – 14 Dec: $346, found 6 days ago11 Dec – 15 Dec: $371, found 4 days ago15 Dec – 3 Jan 2027: $344, found 3 days ago18 Dec – 20 Dec: $427, found 5 days ago23 Dec – 27 Dec: $657, found 4 days ago28 Dec – 2 Jan 2027: $501, found 6 days ago29 Dec – 2 Jan 2027: $523, found 4 days ago30 Dec – 3 Jan 2027: $501, found 2 days ago31 Dec – 3 Jan 2027: $516, found 3 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
10 Dec – 14 Dec$346Alaska AirlinesLong Beach Airport (LGB) → O'Hare International Airport (ORD)out 1 stop, back 1 stopfound 6 days agoSee prices for these dates
11 Dec – 15 Dec$371Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 4 days agoSee prices for these dates
15 Dec – 3 Jan 2027$344Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 3 days agoSee prices for these dates
18 Dec – 20 Dec$427Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out 1 stop, back nonstopfound 5 days agoSee prices for these dates
23 Dec – 27 Dec$657Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 4 days agoSee prices for these dates
28 Dec – 2 Jan 2027$501Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 6 days agoSee prices for these dates
29 Dec – 2 Jan 2027$523Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 4 days agoSee prices for these dates
30 Dec – 3 Jan 2027$501Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 2 days agoSee prices for these dates
31 Dec – 3 Jan 2027$516Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)out nonstop, back nonstopfound 3 days agoSee prices for these dates

Which month looks cheapest?

December 2026 is the cheapest month — from $344.

November 2026From $4072 departure dates18 Nov – 22 Nov · found 6 days agoSee prices for these dates
December 2026From $344Cheapest seen9 departure dates15 Dec – 3 Jan 2027 · found 3 days agoSee prices for these dates
January 2027From $4682 departure dates1 Jan 2027 – 5 Jan 2027 · found 21 hours agoSee prices for these dates
March 2027From $4791 departure date19 Mar 2027 – 22 Mar 2027 · found 4 days agoSee prices for these dates

One-way

In December 2026, the cheapest one-way fare on each of 3 departure dates is usually $173 to $208. Across all 5 departure dates we hold on this route, it is usually $188 to $220.

Cheapest one-way found recently

$149

2 Dec · Alaska Airlines

Long Beach Airport (LGB) → O'Hare International Airport (ORD)

1 stop

found yesterday

Open this tripCheck today's price

It is also the cheapest one-way we hold, of any age.

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
2 Dec$149Alaska Airlines1 stopfound yesterdayOpen this trip
17 Dec$196Southwest Airlinesnonstopfound yesterdayOpen this trip
31 Dec$220Alaska Airlines1 stopfound 4 days agoOpen this trip

Every date we hold

3 departure dates

2 Dec: $149, found yesterday17 Dec: $196, found yesterday31 Dec: $220, found 4 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
2 Dec$149Alaska AirlinesLong Beach Airport (LGB) → O'Hare International Airport (ORD)1 stopfound yesterdayOpen this trip
17 Dec$196Southwest AirlinesLong Beach Airport (LGB) → Chicago Midway International Airport (MDW)nonstopfound yesterdayOpen this trip
31 Dec$220Alaska AirlinesLong Beach Airport (LGB) → O'Hare International Airport (ORD)1 stopfound 4 days agoOpen this trip

Which month looks cheapest?

December 2026 is the cheapest month — from $149.

December 2026From $149Cheapest seen3 departure dates2 Dec · found yesterdayOpen this trip
February 2027From $1881 departure date17 Feb 2027 · found 3 days agoOpen this trip
March 2027From $2671 departure date15 Mar 2027 · found 2 days agoOpen this trip

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