Cheap flights from Missoula to Chicago

One-way fares from $249 · MSO → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Missoula
Cheapest fare
$249

Alaska Airlines · Tue, Nov 10

Cheapest month
November

from $249

Direct flights
Not recently

Usually 1+ stop

Quickest trip
5h 50m

2,160 km

Get a price alert

We'll email you when Missoula → Chicago drops to your price. It's free, and you can stop any time.

Today's cheapest fare is $249. We'll send one email to confirm. See our privacy policy.

Cheapest month to fly from Missoula to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $249

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Alaska Airlines
Depart14:02 Tue, Nov 10MSO → ORD 5h 50m · 1 stop
$249one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Chicago

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in ChicagoCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in ChicagoTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in ChicagoPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in ChicagoCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Missoula to Chicago

Missoula (MSO) and Chicago (CHI) are about 2,160 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 50m. Over the next few months, one-way fares start from $249, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Missoula to Chicago?

The cheapest one-way fare we've seen recently is $249 with Alaska Airlines, departing Tuesday, November 10, 2026.

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

November 2026 currently has the lowest fares, from $249 one way.

Are there direct flights from Missoula to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Missoula to Chicago?

The quickest journey we've seen takes about 5h 50m. Missoula and Chicago are around 2,160 km apart.

Which airlines fly from Missoula to Chicago?

Recent fares on this route were with Alaska Airlines.

More cheap flights from Missoula

Compare flights to Chicago from other cities →