$59 Cheap flight deals from Chicago (CHI) to Boonville (JEF)

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This Weekend's Flight Deals from Chicago to Boonville

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 18 - Sun, Sep 20
ORD
O'Hare Intl.
COU
Columbia Regional
$363 Roundtrip, found 3 days ago
$363
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 18 from O'Hare Intl. to Columbia Regional, returning Sun, Sep 20, priced at $363 found 3 days ago
Sun, Sep 20 - Sat, Sep 26
ORD
O'Hare Intl.
MCI
Kansas City Intl.
$469 Roundtrip, found 1 day ago
$469
Roundtrip
found 1 day ago
Select United flight, departing Sun, Sep 20 from O'Hare Intl. to Kansas City Intl., returning Sat, Sep 26, priced at $469 found 1 day ago
Fri, Sep 18 - Sun, Sep 20
RFD
Greater Rockford
MCI
Kansas City Intl.
$484 Roundtrip, found 14 hours ago
$484
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Sep 18 from Greater Rockford to Kansas City Intl., returning Sun, Sep 20, priced at $484 found 14 hours ago
Fri, Sep 18 - Sun, Sep 20
MDW
Midway Intl.
MCI
Kansas City Intl.
$489 Roundtrip, found 14 hours ago
$489
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Fri, Sep 18 from Midway Intl. to Kansas City Intl., returning Sun, Sep 20, priced at $489 found 14 hours ago

Airfares from $59 One Way, $117 Round Trip from Chicago to Boonville

Prices starting at $117 for return flights and $59 for one-way flights to Boonville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 1 - Sat, Feb 13
ORD
Chicago
STL
St. Louis
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Feb 1 from Chicago to St. Louis, returning Sat, Feb 13, priced at $117 found 4 days ago
Thu, Oct 22 - Mon, Oct 26
ORD
Chicago
STL
St. Louis
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 22 from Chicago to St. Louis, returning Mon, Oct 26, priced at $119 found 4 days ago
Fri, Oct 23 - Mon, Oct 26
MDW
Chicago
STL
St. Louis
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 23 from Chicago to St. Louis, returning Mon, Oct 26, priced at $148 found 2 days ago
Mon, Feb 1 - Sat, Feb 13
ORD
Chicago
STL
St. Louis
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Feb 1 from Chicago to St. Louis, returning Sat, Feb 13, priced at $157 found 4 days ago
Tue, Dec 22 - Thu, Jan 7
ORD
Chicago
MCI
Kansas City
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Dec 22 from Chicago to Kansas City, returning Thu, Jan 7, priced at $237 found 4 days ago

Boonville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Capital O Amerihost Inn and Suites Fulton Hwy 54 MO
2.5-star property

Capital O Amerihost Inn and Suites Fulton Hwy 54 MO

5.6/10 (498 reviews)

Oct 29 - Nov 1

3 night stay

Chicago (ORD) to Columbia (COU)

American Airlines • Roundtrip • Coach
Price was $431, price is now $384 per person
$384
per person
found 1 day ago
Room was old and furniture from 1980s. Basic maintenance like painting not done. TV remote did not work. Hotel needs new ownership.

Reviewed on Sep 9, 2026

Holiday Inn Express & Suites Kingdom City by IHG
2.5-star property

Holiday Inn Express & Suites Kingdom City by IHG

9.4/10 Exceptional! (572 reviews)

Oct 29 - Nov 1

3 night stay

Chicago (ORD) to Columbia (COU)

American Airlines • Roundtrip • Coach
Price was $616, price is now $542 per person
$542
per person
found 1 day ago
Good

Reviewed on Sep 8, 2026

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO
2.5-star property

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO

5.6/10 (411 reviews)

Oct 29 - Nov 1

3 night stay

Chicago (ORD) to Columbia (COU)

American Airlines • Roundtrip • Coach
Price was $436, price is now $387 per person
$387
per person
found 1 day ago
The receptionist was very friendly and helpful. However, the place stunk the rear door had. The lock broke off to get inside the motel. There was no deadbolt on the door half the lights inside the room were missing light bulbs. The ones that did have light bulbs you had to get the rotating switch just right in order for the light to stay on the room stunk The TV was a mess and didn't work correctly. There were no USB or charging ports anywhere just wall plugs The towels for the shower looked like they were ten years old. Outside of the rear entrance door was a car that had the wheels off and lying next to it. Part of the doors and sunroof were open with plastic. On those like the car had been stripped and abandoned I'd rather stay in a tent on a piece of land than go to this place again

Reviewed on Sep 8, 2026

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More About Flying To Boonville from Chicago

Route Information for Flights from Chicago to Boonville

Origin Airport IATA Code
CHI
Destination Airport IATA Code
JEF
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Boonville

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.