Cheap flights from MWA to MDW (Williamson County Regional to Midway Intl.)

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Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

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
The price is $189 total per night from Oct 2 to Oct 3
$189 total
per night
Oct 2 - Oct 3
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,537 reviews)
"It was a nice quiet clean area"

Reviewed on Sep 24, 2025

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street, Chicago, IL
The price is $207 total per night from Oct 2 to Oct 3
$207 total
per night
Oct 2 - Oct 3
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,022 reviews)
"Excellent staff, very helpful and welcoming."

Reviewed on Sep 24, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $179 total per night from Oct 26 to Oct 27
$179 total
per night
Oct 26 - Oct 27
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,326 reviews)
"Air unit wasnt working. Room was very warm."

Reviewed on Sep 27, 2025

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
$152 nightly
The price is $179 total per night from Oct 26 to Oct 27
$179 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,326 reviews)
"Air unit wasnt working. Room was very warm."

Reviewed on Sep 27, 2025

Congress Plaza 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
$204 nightly
The price is $240 total per night from Oct 21 to Oct 22
$240 total
Oct 21 - Oct 22
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,992 reviews)
"Great shopping location"

Reviewed on Sep 26, 2025

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
$161 nightly
The price is $189 total per night from Oct 20 to Oct 21
$189 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,958 reviews)
"It was very convenient. The desk people were very accommodating. The maid service a little annoying."

Reviewed on Sep 24, 2025

Hilton Chicago/Magnificent Mile Suites
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
The price is $62 total per night from Oct 26 to Oct 27
$62 total
per night
Oct 26 - Oct 27
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! (1,647 reviews)
"Motel 6 Elk Grove village O’hare very nice , Clean rooms, all the stuff super nice, and you can get premium rooms w fridge, coffee maker and all prices very low!!! Come and see yourself"

Reviewed on Sep 24, 2025

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
The price is $101 total per night from Sep 30 to Oct 1
$101 total
per night
Sep 30 - Oct 1
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,091 reviews)
"I booked this place because it had a dependable shuttle and good reviews on breakfast and it delivered. I didn't stay in the hotel to utilize the pool and the jacuzzi.I was visiting for something specific and didn't stay too much at the hotel, but to sleep. My room was clean, spacious, and it was ..."

Reviewed on Sep 23, 2025

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
The price is $98 total per night from Oct 29 to Oct 30
$98 total
per night
Oct 29 - Oct 30
Stay at this 3-star 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! (2,636 reviews)
"When we arrived at O'Hare, we telephoned for shuttle service to the hotel. The desk clerk had a problem connecting to our phone and the call was ended. A person standing next to us at the platform directed us to the shuttle bus. Shirley the driver was a great help."

Reviewed on Sep 24, 2025

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
$144 nightly
The price is $169 total per night from Oct 28 to Oct 29
$169 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,390 reviews)
"(For bed in room of 4) Cheap and good location but you’re in a room with 3 other people. Sometimes everything’s fine sometimes somebody else in the room keeps talking on the phone at 1 in the morning."

Reviewed on Sep 26, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
$128 nightly
The price is $151 total per night from Oct 20 to Oct 21
$151 total
Oct 20 - Oct 21
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 ...
7.2/10 Good! (2,385 reviews)
"Great location and close to train. Helpful staff"

Reviewed on Sep 28, 2025

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
$55 nightly
The price is $62 total per night from Oct 26 to Oct 27
$62 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 ...
7.8/10 Good! (1,647 reviews)
"Motel 6 Elk Grove village O’hare very nice , Clean rooms, all the stuff super nice, and you can get premium rooms w fridge, coffee maker and all prices very low!!! Come and see yourself"

Reviewed on Sep 24, 2025

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
The price is $265 total per night from Oct 2 to Oct 3
$265 total
per night
Oct 2 - Oct 3
Stay at this 4-star 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! (2,735 reviews)
"The room was clean, comfortable and staff were great. Unfortunately, the condition of the property was a bit tired, The restaurants were understaffed and food was mediocre."

Reviewed on Sep 24, 2025

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
The price is $245 total per night from Oct 23 to Oct 24
$245 total
per night
Oct 23 - Oct 24
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,985 reviews)
"A wonderful place with a fascinating history."

Reviewed on Sep 24, 2025

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
The price is $240 total per night from Oct 21 to Oct 22
$240 total
per night
Oct 21 - Oct 22
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,992 reviews)
"Great shopping location"

Reviewed on Sep 26, 2025

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.

MWA to MDW Route Info

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

Frequently asked questions

What airlines have the most flights from Veterans Airport of Southern Illinois to Chicago Airport?
For now, no airlines offer direct flights from MWA to MDW. Don't panic though! There are lots of single or multi-stop flights available.

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.

More to Explore

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