Galena, Illinois

Private charter · MDW → DBQ

Chicago to Galena

157 miles, about 55 min in a Cirrus SR20. One price for the whole airplane.

Photo: rboed* · CC BY 2.0

Price your flight from Chicago to Galena

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Galena, door to door faster.

Trade about 3½ hours on the road for about 55 min in the air. Littlebird flies you direct from Chicago Midway International Airport in Chicago to Dubuque Regional Airport in Galena, 157 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
157 mi
Flight
55 min
Driving
3½ hours
Passengers
Up to 5
MDWChicagoDBQGalena
MDW → DBQ157 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers55 min
  • Cirrus Vision Jet · up to 5 passengers30 min

Planned times in the air. Your quote shows exact departure and arrival times.

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

  • KIGQ

    Regional airport

    Lansing Municipal Airport

    Chicago

    From downtown
    25 mi
    Longest runway
    4,002 ft

  • K05C

    Regional airport

    Griffith-Merrillville Airport

    Griffith

    From downtown
    28 mi
    Longest runway
    4,900 ft

Arriving Galena

Airports in Galena

  • DBQ

    Commercial airport

    Dubuque Regional Airport

    Dubuque · KDBQ

    From downtown
    14 mi
    Longest runway
    6,502 ft

  • KPVB

    Regional airport

    Platteville Municipal Airport

    Platteville

    From downtown
    18 mi
    Longest runway
    4,000 ft

  • K73C

    Regional airport

    Lancaster Municipal Airport

    Lancaster

    From downtown
    28 mi
    Longest runway
    3,300 ft

When you land

Things to do in Galena

Galena made its fortune in the 1800s as a lead mining and Mississippi River trading town, and when the boom faded it was left with one of the best-preserved collections of 19th-century buildings in the Midwest. Most of the town lies within a National Register historic district, and its brick storefronts along Main Street now hold boutiques, galleries, restaurants and tasting rooms. Ulysses S. Grant lived here before the Civil War, and the town gave him a home on his return. Tourism, second homes and hospitality drive the local economy.

  1. 01

    Ulysses S. Grant Home

    Citizens of Galena presented this Italianate brick home to Grant in 1865, and it is furnished largely with original Grant family belongings. Guided tours are offered.

  2. 02

    Main Street Historic District

    A curving street of restored 19th-century brick buildings is lined with shops, galleries, candy stores, restaurants and wine and spirits tasting rooms, all within easy walking distance.

  3. 03

    Eagle Ridge Resort and Spa

    East of town in the Galena Territory, the resort offers several golf courses among the rolling hills, a spa, Lake Galena and rental homes for families and groups.

  4. 04

    Chestnut Mountain Resort

    Overlooking the Mississippi River south of town, this resort offers downhill skiing in winter and an alpine slide and river views in the warmer months.

  5. 05

    Galena River Trail

    A flat path follows the river south from downtown past wetlands and bluffs, ideal for walking, biking and spotting herons and eagles.

  6. 06

    National Mississippi River Museum & Aquarium

    Across the river in nearby Dubuque, Iowa, this Smithsonian-affiliated museum explores the river’s wildlife, history and boats through aquariums, historic vessels and wetland trails.

Explore Galena charter

Questions

Chicago to Galena flights

How long is a private flight from Chicago to Galena?

About 55 min in a Cirrus SR20, for 157 miles direct. Driving the same trip takes about 3½ hours.

Which airports do flights from Chicago to Galena use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Dubuque Regional Airport (DBQ), Platteville Municipal Airport (KPVB), or Lancaster Municipal Airport (K73C). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Galena cost?

The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.

Can I book a round trip between Chicago and Galena?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Galena back to Chicago are priced the same way.

Return flight

Galena to Chicago

More flights from Chicago

More flights to Galena

Explore Chicago private charter and Galena private charter, airports and things to do. Arriving at Dubuque Regional Airport (DBQ).

Chicago to Galena, on your schedule

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