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

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Cheap Flights from CLT to MDW starting at $130 One Way, $259 Round Trip

Prices starting at $259 for return flights and $130 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.

Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$259 Roundtrip, found 3 hours ago
$259
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $259 found 3 hours ago
Sat, Jun 27 - Tue, Jun 30
CLT
Charlotte
MDW
Chicago
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 27 from Charlotte to Chicago, returning Tue, Jun 30, priced at $264 found 1 day ago
Sat, Jul 11 - Tue, Jul 21
CLT
Charlotte
MDW
Chicago
$265 Roundtrip, found 15 hours ago
$265
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Sat, Jul 11 from Charlotte to Chicago, returning Tue, Jul 21, priced at $265 found 15 hours ago
Mon, Aug 10 - Thu, Aug 13
CLT
Charlotte
MDW
Chicago
$268 Roundtrip, found 2 days ago
$268
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from Charlotte to Chicago, returning Thu, Aug 13, priced at $268 found 2 days ago
Wed, Oct 14 - Sat, Oct 17
CLT
Charlotte
MDW
Chicago
$269 Roundtrip, found 8 hours ago
$269
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Charlotte to Chicago, returning Sat, Oct 17, priced at $269 found 8 hours 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
$324 nightly
The price is $385 total per night from Jun 7 to Jun 8
$385 total
Jun 7 - Jun 8
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 ...
9.2/10 Wonderful! (1,093 reviews)
"Staff was nice and helpful"

Reviewed on May 27, 2026

Hyatt Regency McCormick Place Chicago
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
$179 nightly
The price is $213 total per night from Jun 28 to Jun 29
$213 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,218 reviews)
"The parking situation was terrible. At check-in, our room was not even ready. Once we finally got into the room, it was very dirty. There was hair in the bed, ashes from smoking, and crumbs all over the carpet. The carpet had clearly not been vacuumed at all."

Reviewed on May 26, 2026

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$203 nightly
The price is $242 total per night from Jun 3 to Jun 4
$242 total
Jun 3 - Jun 4
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! (10,149 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."

Reviewed on May 27, 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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$203 nightly
The price is $242 total per night from Jun 3 to Jun 4
$242 total
Jun 3 - Jun 4
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! (10,149 reviews)
"Hotel is pretty "okay" if you are going for business, but our experience was not nice. The Air Conditioner wasn't working on a 65-80 degree outside, I told the front desk if they can help or make a room change but the solution was to give me a floor fan, not the type of help I was hoping and did ..."

Reviewed on May 27, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$251 nightly
The price is $298 total per night from Jun 16 to Jun 17
$298 total
Jun 16 - Jun 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,268 reviews)
"Room was always cleaned and the breakfast was great and the rooftop was nice"

Reviewed on May 27, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$154 nightly
The price is $183 total per night from Jun 28 to Jun 29
$183 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,482 reviews)
"I had travel delays and a situation with my husband and my luggage and they have been very nice about it . Front desk staff is very kind and professional"

Reviewed on May 27, 2026

The Chicago Hotel Collection - Magnificent Mile
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
$65 nightly
The price is $73 total per night from Jun 9 to Jun 10
$73 total
Jun 9 - Jun 10
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 ...
7.8/10 Good! (1,931 reviews)
"Pros: Free parking, fairly low price on short notice. Inside of room was clean enough, in decent enough repair, didn't smell bad or anything, plenty of space, large bed which was comfortable enough. Once there, staff seemed pleasant enough. Cons: When I called the hotel directly the evening I booked, ..."

Reviewed on May 26, 2026

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
$98 nightly
The price is $108 total per night from Jun 21 to Jun 22
$108 total
Jun 21 - Jun 22
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 ...
7.6/10 Good! (1,446 reviews)
"The front desk people were very unhelpful. I presented them with pictures & videos of rodents in the bed. They said I can reach out to Expedia for a full refund, when I reached out to Expedia they said the hotel only approved of a $24 refund. This is completely ridiculous. I didn’t pay to sleep with ..."

Reviewed on May 27, 2026

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
$104 nightly
The price is $119 total per night from May 31 to Jun 1
$119 total
May 31 - Jun 1
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 ...
8/10 Very Good! (3,016 reviews)
"Everything was fine. Good for the price"

Reviewed on May 27, 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
$158 nightly
The price is $187 total per night from Jun 3 to Jun 4
$187 total
Jun 3 - Jun 4
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. ...
8/10 Very Good! (3,039 reviews)
"The room was surprisingly clean! I’ve stayed at Hostels before but never this nice! The room was well kept, some aging on the ceiling but nothing to complain about! Staff were extremely friendly and helpful. Will definitely continue to come here when visiting Chicago! 10/10 highly recommend!"

Reviewed on May 27, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$134 nightly
The price is $159 total per night from Jun 28 to Jun 29
$159 total
Jun 28 - Jun 29
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 ...
7.4/10 Good! (2,609 reviews)
"The good: The staff was incredible, friendly and helpful. The location can hardly be beat. The building felt very secure. The bad: no fridge or microwave in the room. And the bathroom was so small that a larger person would have difficulty completing important bodily tasks. (The toilet is so close ..."

Reviewed on May 26, 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
$65 nightly
The price is $73 total per night from Jun 9 to Jun 10
$73 total
Jun 9 - Jun 10
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 ...
7.8/10 Good! (1,931 reviews)
"Pros: Free parking, fairly low price on short notice. Inside of room was clean enough, in decent enough repair, didn't smell bad or anything, plenty of space, large bed which was comfortable enough. Once there, staff seemed pleasant enough. Cons: When I called the hotel directly the evening I booked, ..."

Reviewed on May 26, 2026

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
$245 nightly
The price is $291 total per night from Jun 28 to Jun 29
$291 total
Jun 28 - Jun 29
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 ...
8.2/10 Very Good! (2,860 reviews)
"Not much to comment on. Difficult to get to the hotel from parking garage."

Reviewed on May 27, 2026

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
$315 nightly
The price is $375 total per night from Jun 21 to Jun 22
$375 total
Jun 21 - Jun 22
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 ...
8.6/10 Excellent! (2,462 reviews)
"Beautiful facility! Room was perfect for what we needed it for. Staff were very helpful when we asked for anything"

Reviewed on May 27, 2026

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
$220 nightly
The price is $261 total per night from Jun 14 to Jun 15
$261 total
Jun 14 - Jun 15
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! (5,943 reviews)
"Room dated and not clean, homeless people all over the lobby and breakfast area."

Reviewed on May 27, 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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