Cheap flights from CLT to MDW (Charlotte-Douglas Intl. to Midway Intl.)

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Cheap Flights from CLT to MDW starting at $110 One Way, $218 Round Trip

Prices starting at $218 for return flights and $110 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Dec 4 - Sun, Dec 6
CLT
Charlotte
MDW
Chicago
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 4 from Charlotte to Chicago, returning Sun, Dec 6, priced at $218 found 1 day ago
Mon, Dec 7 - Fri, Dec 11
CLT
Charlotte
MDW
Chicago
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Charlotte to Chicago, returning Fri, Dec 11, priced at $238 found 3 days ago
Thu, Dec 3 - Mon, Dec 7
CLT
Charlotte
MDW
Chicago
$239 Roundtrip, found 6 days ago
$239
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Charlotte to Chicago, returning Mon, Dec 7, priced at $239 found 6 days ago
Thu, Dec 10 - Sun, Dec 13
CLT
Charlotte
MDW
Chicago
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Charlotte to Chicago, returning Sun, Dec 13, priced at $247 found 2 days ago
Tue, Nov 24 - Thu, Dec 3
CLT
Charlotte
MDW
Chicago
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Nov 24 from Charlotte to Chicago, returning Thu, Dec 3, priced at $248 found 3 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$304 nightly
The price is $361 total per night from Oct 23 to Oct 24
$361 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$196 nightly
The price is $233 total per night from Oct 25 to Oct 26
$233 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn & Suites Chicago - Downtown by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$155 nightly
The price is $184 total per night from Oct 25 to Oct 26
$184 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,274 reviews)
"Always a great option!"

Reviewed on Sep 29, 2026

Congress Plaza Hotel
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.

Hotels In Chicago

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$186 nightly
The price is $221 total per night from Oct 25 to Oct 26
$221 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,464 reviews)
"Toilet was running all three nights, dirty room and super rude and loud people next door. Ridiculously small room with only one mirror in bathroom and nowhere to put our luggage not even a dresser"

Reviewed on Sep 29, 2026

River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$155 nightly
The price is $184 total per night from Oct 25 to Oct 26
$184 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,274 reviews)
"Always a great option!"

Reviewed on Sep 29, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$179 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,384 reviews)
"When you are told at check-in there is no housekeeping your stay doesn’t get off to a great start. The location of the hotel is great. This used to be a great hotel. We had 6 bags and there was no one to help get them to the room. The room was very sparse .. a large white box. When we checked out ..."

Reviewed on Sep 29, 2026

The Chicago Hotel Collection Ambassador Gold Coast
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Oct 25 to Oct 26
$110 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$95 nightly
The price is $109 total per night from Oct 25 to Oct 26
$109 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
7.8/10 Good! (3,215 reviews)
"Cleaning could have been better. Staff needs to be more friendly."

Reviewed on Sep 29, 2026

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$239 nightly
The price is $284 total per night from Oct 1 to Oct 2
$284 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,400 reviews)
"Bar is cool and staff is awesome"

Reviewed on Sep 29, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$156 nightly
The price is $185 total per night from Oct 25 to Oct 26
$185 total
Oct 25 - Oct 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (2,879 reviews)
"I enjoyed my stay at the Travelodge- the staff were very kind, extremely helpful and efficient. Special mention to Hector at the front desk!The property was clean and well maintained. The adjoining Cafe Luna does a superb breakfast and I would recommend checking it out. The Travelodge is within walking ..."

Reviewed on Sep 29, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Elk Grove Village, IL - O'Hare
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$227 nightly
The price is $270 total per night from Oct 25 to Oct 26
$270 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$278 nightly
The price is $326 total per night from Oct 25 to Oct 26
$326 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$208 nightly
The price is $283 total per night from Oct 25 to Oct 26
$283 total
Oct 25 - Oct 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,998 reviews)
"I didn't like this hotel. The staff wasn't nice, and we were given the wrong room—not the one we had reserved."

Reviewed on Sep 29, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

CLT to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from Charlotte Airport to Chicago Airport?
Listen up. We're about to make your upcoming escape even more exciting. Southwest Airlines flies directly from Charlotte Airport to Chicago Airport, so you'll be starting your next awesome adventure in no time.
What is the shortest flight from Charlotte Airport to Chicago Airport?
Getting from Charlotte Airport to Midway Intl. Airport (MDW) will take a minimum of 4 hours and 48 minutes. Treat yourself to a wine and watch a show or two — this is your chance to just relax.
How many hours flight from Charlotte Airport to Midway Intl. Airport (MDW)?
Don't get too relaxed in your seat — the average flight time from Charlotte Airport to Midway Airport is only 4 hours and 52 minutes.
What airlines have the most flights from Charlotte Airport to Chicago Airport?
One of the leading airlines operating on the CLT to MDW route, Southwest Airlines is the start of your next great adventure. You can select from 49 flights every month with this carrier.

Map To Nearby Hotels

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.

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