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St. Charles

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St. Charles Flights as Low as $56

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Apr 21 - Tue, Apr 28
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Apr 28, priced at $56 found 1 day ago
Frontier Airlines
Tue, Apr 14 - Tue, Apr 28
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$63 Roundtrip, found 7 hours ago
$63
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Apr 28, priced at $63 found 7 hours ago
Spirit Airlines
Tue, Apr 21 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 3 hours ago
$73
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 2, priced at $73 found 3 hours ago
Spirit Airlines
Wed, Apr 15 - Sat, Apr 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$78 Roundtrip, found 17 hours ago
$78
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, Apr 15 from George Bush Intercontinental to O'Hare Intl., returning Sat, Apr 18, priced at $78 found 17 hours ago
Frontier Airlines
Tue, Apr 28 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$84 Roundtrip, found 16 hours ago
$84
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, May 5, priced at $84 found 16 hours ago
Spirit Airlines
Wed, Apr 15 - Sat, Apr 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Apr 15 from Los Angeles Intl. to O'Hare Intl., returning Sat, Apr 18, priced at $88 just found
Spirit Airlines
Mon, Apr 13 - Thu, Apr 16
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Apr 16, priced at $99 found 2 days ago
Delta
Wed, May 13 - Tue, May 19
BOS
Logan Intl.
ORD
O'Hare Intl.
$135 Roundtrip, found 3 days ago
$135
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 13 from Logan Intl. to O'Hare Intl., returning Tue, May 19, priced at $135 found 3 days ago
United
Tue, Apr 28 - Thu, Apr 30
BOS
Logan Intl.
ORD
O'Hare Intl.
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Select United flight, departing Tue, Apr 28 from Logan Intl. to O'Hare Intl., returning Thu, Apr 30, priced at $151 found 3 days ago
Frontier Airlines
Fri, Apr 3 - Mon, Apr 13
IAH
George Bush Intercontinental
MDW
Midway Intl.
$152 Roundtrip, found 19 hours ago
$152
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, Apr 3 from George Bush Intercontinental to Midway Intl., returning Mon, Apr 13, priced at $152 found 19 hours ago
American Airlines
Wed, May 20 - Tue, Jun 2
BOS
Logan Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 20 from Logan Intl. to O'Hare Intl., returning Tue, Jun 2, priced at $154 found 3 days ago
Frontier Airlines
Wed, May 6 - Tue, May 12
BOS
Logan Intl.
MDW
Midway Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, May 6 from Logan Intl. to Midway Intl., returning Tue, May 12, priced at $155 found 5 days ago
JetBlue Airways
Wed, May 13 - Mon, May 18
BOS
Logan Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 17 hours ago
$157
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, May 13 from Logan Intl. to O'Hare Intl., returning Mon, May 18, priced at $157 found 17 hours ago
Frontier Airlines
Thu, Apr 16 - Tue, Apr 21
LAX
Los Angeles Intl.
MDW
Midway Intl.
$190 Roundtrip, found 11 hours ago
$190
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Los Angeles Intl. to Midway Intl., returning Tue, Apr 21, priced at $190 found 11 hours ago
Alaska Airlines
Wed, Apr 22 - Wed, May 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$313 Roundtrip, found 5 hours ago
$313
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 6, priced at $313 found 5 hours ago
Sun Country Airlines
Sat, Jul 4 - Thu, Aug 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$408 Roundtrip, found 4 days ago
$408
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Sat, Jul 4 from Logan Intl. to O'Hare Intl., returning Thu, Aug 6, priced at $408 found 4 days ago

Cheap Flights to St. Charles

Fall in love at first flight with your vacation to St. Charles by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to St. Charles on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in St. Charles, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to St. Charles

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to St. Charles with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to St. Charles?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to St. Charles are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to St. Charles?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to St. Charles.

What airport is best to fly into St. Charles?

When you’re planning your trip to St. Charles, convenience is the name of the game. Luckily, St. Charles Dupage Airport is nearby so you can deplane and get going on checking off everything on your St. Charles must-do list.

How much are flights to St. Charles?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to St. Charles on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $56, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to St. Charles?

The trick to saving a stack of cash on your flight to St. Charles? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $56 right now, why wait?

St. Charles Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$56

Last Minute Hotel Deals in St. Charles

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,240 reviews)
Everything was clean and the staff was very friendly and helpful!

Reviewed on Mar 25, 2026

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Hilton Chicago O'Hare Airport
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,457 reviews)
Staff was AMAZING! My room was nice and clean. Comfortable! Breakfast was adequate. Pool and spa were swamped with kids. Fitness room not impressive. Overall, I’d definitely stay there again but would not expect to use pool/spa/fitness.

Reviewed on Mar 30, 2026

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Embassy Suites by Hilton Chicago Lombard Oak Brook
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
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Chicago Club Inn & Suites
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Ty Warner Park and Yorktown Shopping Center ...
8.6/10 Excellent! (83 reviews)
Very

Reviewed on Mar 25, 2026

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Sybaris Pool Suites
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (2,653 reviews)
Everything was good.

Reviewed on Mar 29, 2026

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SureStay Plus Hotel by Best Western Chicago Lombard
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
Book a stay at this spa resort in Itasca. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,004 reviews)
Thank you Brisa and Damiano for quick and easy checkin. Always a great stay.

Reviewed on Mar 30, 2026

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Eaglewood Resort and Spa
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,209 reviews)
Didn't eat breakfast at hotel

Reviewed on Mar 30, 2026

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The Westin Chicago Lombard
Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago

4 out of 5
2815 Jorie Blvd Oak Brook IL
Book a stay at this spa hotel in Oak Brook. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,005 reviews)
Everything was perfect, we even received a newly remodeled room! I would have preferred going late spring or early summer to enjoy their hiking path.

Reviewed on Mar 28, 2026

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Hyatt Lodge Oak Brook Chicago
See all 909 properties in St. Charles
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.