Cheap flights from Montgomery to Chicago

One-way fares from $320 · MGM → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Montgomery
Cheapest fare
$320

American Airlines · Sun, Dec 27

Cheapest month
December

from $320

Direct flights
Not recently

Usually 1+ stop

Quickest trip
4h 49m

1,060 km

Get a price alert

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

Today's cheapest fare is $320. We'll send one email to confirm. See our privacy policy.

Cheapest month to fly from Montgomery to Chicago

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

  1. December 2026 Cheapest $320

Cheapest dates in December 2026

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

American Airlines
Depart07:00 Sun, Dec 27MGM → ORD 4h 52m · 1 stop
$320one way, per person
View deal
See every date in December 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 Montgomery to Chicago

Montgomery (MGM) and Chicago (CHI) are about 1,060 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 4h 49m. Over the next few months, one-way fares start from $320, and December 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 Montgomery to Chicago?

The cheapest one-way fare we've seen recently is $320 with American Airlines, departing Sunday, December 27, 2026.

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

December 2026 currently has the lowest fares, from $320 one way.

Are there direct flights from Montgomery to Chicago?

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

How long is the flight from Montgomery to Chicago?

The quickest journey we've seen takes about 4h 49m. Montgomery and Chicago are around 1,060 km apart.

Which airlines fly from Montgomery to Chicago?

Recent fares on this route were with American Airlines.

More cheap flights from Montgomery

Compare flights to Chicago from other cities →