Where to fly cheaply from Chicago in January

Lowest round-trip fares from Chicago for departures in January found recently: 30 destinations — from $69

Departure: January 2027

Plan a multi-city route

You will continue to our partner's website to see live prices and book. mibilet does not sell tickets.

Cheapest destinations from Chicago in January

Round trip prices

CHI DEN
Denver
Depart7 Jan Return11 Jan
F9 Direct
$69 View deal
CHI DFW
Dallas
Depart13 Jan Return19 Jan
F9 Direct
$109 View deal
CHI ATL
Atlanta
Depart16 Jan Return23 Jan
F9 Direct
$109 View deal
CHI LAS
Las Vegas
Depart5 Jan Return9 Jan
F9 Direct
$127 View deal
CHI ORL
Orlando
Depart8 Jan Return12 Jan
F9 Direct
$137 View deal
CHI MIA
Miami
Depart1 Jan Return11 Jan
F9 1 stop(s)
$145 View deal
CHI FMY
Fort Myers
Depart20 Jan Return27 Jan
F9 Direct
$148 View deal
CHI PHL
Philadelphia
Depart16 Jan Return19 Jan
F9 1 stop(s)
$179 View deal
CHI CUN
Cancun
Depart14 Jan Return19 Jan
F9 1 stop(s)
$205 View deal
CHI SAN
San Diego
Depart8 Jan Return12 Jan
AA Direct
$215 View deal
CHI FLL
Fort Lauderdale
Depart1 Jan Return12 Jan
UA Direct
$268 View deal
CHI MEX
Mexico City
Depart16 Jan Return24 Jan
Y4 1 stop(s)
$285 View deal
CHI MLM
Morelia
Depart5 Jan Return4 Feb
F9 2 stop(s)
$290 View deal
CHI STO
Stockholm
Depart13 Jan Return22 Jan
FI 1 stop(s)
$375 View deal
CHI SJO
San Jose
Depart17 Jan Return31 Jan
AV 1 stop(s)
$454 View deal
CHI TAP
Tapachula
Depart12 Jan Return26 Jan
Y4 1 stop(s)
$464 View deal
CHI HDN
Hayden
Depart27 Jan Return1 Feb
AA 1 stop(s)
$467 View deal
CHI HNL
Honolulu
Depart19 Jan Return31 Jan
AS 1 stop(s)
$492 View deal
CHI RIO
Rio De Janeiro
Depart22 Jan Return25 Jan
G3 2 stop(s)
$509 View deal
CHI BKK
Bangkok
Depart28 Jan Return18 Feb
EY 1 stop(s)
$545 View deal
CHI NAS
Nassau
Depart3 Jan Return11 Jan
F9 1 stop(s)
$546 View deal
CHI PAR
Paris
Depart21 Jan Return24 Jan
TP 1 stop(s)
$574 View deal
CHI YTO
Toronto
Depart3 Jan Return4 Jan
AA Direct
$582 View deal
CHI MAD
Madrid
Depart18 Jan Return24 Jan
TP 1 stop(s)
$591 View deal
CHI VCE
Venice
Depart21 Jan Return24 Jan
TK 1 stop(s)
$606 View deal
CHI LON
London
Depart16 Jan Return18 Jan
SK 1 stop(s)
$660 View deal
CHI KRK
Krakow
Depart2 Jan Return14 Jan
SK 1 stop(s)
$680 View deal
CHI WAW
Warsaw
Depart8 Jan Return3 Feb
SK 1 stop(s)
$687 View deal
CHI EBB
Entebbe
Depart6 Jan Return23 Jan
TK 1 stop(s)
$692 View deal
CHI DXB
Dubai
Depart11 Jan Return21 Jan
RJ 1 stop(s)
$696 View deal

Flight destinations

Flying from Chicago in January

This page shows where it is cheapest to fly from Chicago in January. Above are the lowest round-trip fares for departures that month that our partner services found recently, sorted by price. The list changes as people search, so check it again closer to your dates.

The cheapest destination in January in recent searches is Denver, from $69.

Fares change with the season, the day of the week and how far ahead you book. Check neighbouring dates in the price calendar and confirm the final price on the partner’s website: mibilet does not sell tickets and adds nothing to the price.

Frequently asked questions

Where can I fly cheaply from Chicago in January?
In recent searches the lowest round-trip fares from Chicago for departures in January were: Denver — $69, Dallas — $109, Atlanta — $109, Las Vegas — $127, Orlando — $137. This is not a guaranteed fare: the final price is shown on the partner’s website before payment.
Can I buy the ticket on mibilet?
No. mibilet compares offers and sends you to the partner's website, where you book and pay. Check the fare rules, baggage allowance and total price there.