$144+ Cheap flights from Medford (MFR) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — CHI
mars 6 — mars 131
1 adult, Economy
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Cheapest flights from Medford to ChicagoExplore the most affordable flight options available from Medford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 4, 2026.
Explore the most affordable flight options available from Medford to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 4, 2026.
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/312:12 pm
MFR
- ORD
1 stop8h 47m
United Airlines
sam. 4/46:25 am
ORD
- MFR
1 stop7h 23m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/91:10 pm
MFR
- ORD
1 stop8h 49m
Alaska Airlines
mer. 3/117:00 am
ORD
- MFR
1 stop8h 02m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$242
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/46:45 pm
MFR
- ORD
1 stop15h 16m
Alaska Airlines
dim. 3/83:07 pm
ORD
- MFR
1 stop23h 26m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/96:00 am
MFR
- ORD
2 stops10h 00m
Delta
mer. 3/117:20 am
ORD
- MFR
2 stops11h 15m
Delta
Deal found 2/3![Delta logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/19:16 pm
MFR
- ORD
1 stop30h 15m
Multiple Airlines
sam. 6/138:53 pm
ORD
- MFR
1 stop25h 48m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$314
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/316:00 am
MFR
- ORD
2 stops10h 05m
Delta
sam. 4/46:15 am
ORD
- MFR
2 stops12h 21m
Delta
Deal found 2/2![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/1012:50 pm
MFR
- ORD
1 stop6h 30m
United Airlines
lun. 4/133:45 pm
ORD
- MFR
1 stop9h 29m
United Airlines
Deal found 2/2![United Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/19:16 pm
MFR
- ORD
1 stop30h 15m
Multiple Airlines
mer. 6/108:53 pm
ORD
- MFR
1 stop25h 48m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$339
This Travelocity deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/512:38 pm
MFR
- ORD
2 stops9h 18m
Alaska Airlines
dim. 3/83:07 pm
ORD
- MFR
1 stop23h 26m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/306:14 am
MFR
- MDW
2 stops9h 42m
Delta
mar. 6/91:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/3![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/116:05 am
MFR
- MDW
2 stops10h 26m
Delta
mar. 8/181:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/4![Delta logo]()
$495
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/195:55 am
MFR
- MDW
2 stops9h 42m
Delta
lun. 2/231:49 pm
MDW
- MFR
2 stops12h 07m
Delta
Deal found 2/3![Delta logo]()
$516
Best flights from Medford to ChicagoDiscover carefully curated flight deals from Medford to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated février 4, 2026.
Discover carefully curated flight deals from Medford to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated février 4, 2026.
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/312:12 pm
MFR
- ORD
1 stop8h 47m
United Airlines
sam. 4/46:25 am
ORD
- MFR
1 stop7h 23m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/316:00 am
MFR
- ORD
2 stops10h 05m
Delta
sam. 4/45:00 pm
ORD
- MFR
1 stop7h 38m
Delta
Deal found 2/2![Delta logo]()
$242
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/91:10 pm
MFR
- ORD
1 stop8h 49m
Alaska Airlines
mer. 3/117:00 am
ORD
- MFR
1 stop8h 02m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$242
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/46:45 pm
MFR
- ORD
1 stop15h 16m
Alaska Airlines
dim. 3/83:07 pm
ORD
- MFR
1 stop23h 26m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/96:00 am
MFR
- ORD
2 stops10h 00m
Delta
mer. 3/117:20 am
ORD
- MFR
2 stops11h 15m
Delta
Deal found 2/3![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/1012:50 pm
MFR
- ORD
1 stop6h 30m
United Airlines
lun. 4/133:45 pm
ORD
- MFR
1 stop9h 29m
United Airlines
Deal found 2/2![United Airlines logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 4/97:40 am
MFR
- ORD
1 stop9h 22m
Alaska Airlines
lun. 4/138:20 am
ORD
- MFR
1 stop14h 42m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/301:40 pm
MFR
- ORD
1 stop6h 10m
Delta
mar. 6/96:00 pm
ORD
- MFR
1 stop7h 13m
Delta
Deal found 2/3![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/26:14 am
MFR
- ORD
1 stop8h 50m
Delta
mar. 6/96:00 pm
ORD
- MFR
1 stop7h 13m
Delta
Deal found 2/3![Delta logo]()
$373
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/31:25 pm
MFR
- ORD
1 stop8h 34m
Alaska Airlines
sam. 6/133:41 pm
ORD
- MFR
1 stop9h 34m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/306:14 am
MFR
- MDW
2 stops9h 42m
Delta
lun. 6/81:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/3![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/195:55 am
MFR
- MDW
2 stops9h 42m
Delta
lun. 2/231:49 pm
MDW
- MFR
2 stops12h 07m
Delta
Deal found 2/3![Delta logo]()
$516
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/36:14 am
MFR
- MDW
2 stops10h 00m
Delta
mar. 6/91:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/2![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/55:55 am
MFR
- MDW
2 stops10h 45m
Delta
dim. 3/82:05 pm
MDW
- MFR
2 stops10h 44m
Delta
Deal found 2/2![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/45:55 am
MFR
- MDW
2 stops10h 45m
Delta
dim. 3/82:05 pm
MDW
- MFR
2 stops10h 44m
Delta
Deal found 2/2![Delta logo]()
$563
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/106:00 am
MFR
- MDW
2 stops10h 40m
Delta
lun. 4/132:12 pm
MDW
- MFR
2 stops11h 18m
Delta
Deal found 2/2![Delta logo]()
$576
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/125:21 pm
MFR
- MDW
2 stops13h 21m
Delta
dim. 6/211:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/1![Delta logo]()
$657
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 6/175:21 pm
MFR
- MDW
2 stops13h 21m
Delta
mer. 6/242:00 pm
MDW
- MFR
2 stops11h 13m
Delta
Deal found 2/3![Delta logo]()
$664
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/16:14 am
MFR
- MDW
2 stops10h 00m
Delta
mer. 6/101:00 pm
MDW
- MFR
2 stops12h 13m
Delta
Deal found 2/4![Delta logo]()
$702
Last-minute flights from Medford to ChicagoDiscover last-minute flight deals from Medford to Chicago. Data last updated février 4, 2026 and is based on user searches.
Discover last-minute flight deals from Medford to Chicago. Data last updated février 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/55:05 am
MFR
- MDW
2 stops11h 31m
Delta
dim. 2/810:48 am
MDW
- MFR
2 stops13h 59m
Delta
Deal found 2/2![Delta logo]()
$877
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/171:41 pm
MFR
- ORD
1 stop8h 15m
Alaska Airlines
sam. 2/212:07 pm
ORD
- MFR
1 stop7h 41m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/175:55 am
MFR
- MDW
2 stops10h 45m
Delta
sam. 2/211:28 pm
MDW
- MFR
2 stops11h 44m
Delta
Deal found 2/2![Delta logo]()
$772
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/196:55 am
MFR
- ORD
2 stops12h 57m
Delta
lun. 2/237:15 am
ORD
- MFR
1 stop6h 56m
Delta
Deal found 2/3![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 2/195:55 am
MFR
- MDW
2 stops9h 42m
Delta
lun. 2/231:49 pm
MDW
- MFR
2 stops12h 07m
Delta
Deal found 2/3![Delta logo]()
$516
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/46:45 pm
MFR
- ORD
1 stop15h 16m
Alaska Airlines
dim. 3/83:07 pm
ORD
- MFR
1 stop23h 26m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/45:55 am
MFR
- MDW
2 stops10h 45m
Delta
dim. 3/82:05 pm
MDW
- MFR
2 stops10h 44m
Delta
Deal found 2/2![Delta logo]()
$563
This Travelocity deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/512:38 pm
MFR
- ORD
2 stops9h 18m
Alaska Airlines
dim. 3/83:07 pm
ORD
- MFR
1 stop23h 26m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$340
This Expedia deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/91:10 pm
MFR
- ORD
1 stop8h 49m
Alaska Airlines
mer. 3/117:00 am
ORD
- MFR
1 stop8h 02m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/96:00 am
MFR
- ORD
2 stops10h 00m
Delta
mer. 3/117:20 am
ORD
- MFR
2 stops11h 15m
Delta
Deal found 2/3![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/312:12 pm
MFR
- ORD
1 stop8h 47m
United Airlines
sam. 4/46:25 am
ORD
- MFR
1 stop7h 23m
United Airlines
Deal found 2/2![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/316:00 am
MFR
- ORD
2 stops10h 05m
Delta
sam. 4/46:15 am
ORD
- MFR
2 stops12h 21m
Delta
Deal found 2/2![Delta logo]()
$332
One-way flights from Medford to ChicagoSearch for one-way flight options from Medford to Chicago. Find affordable one-way fares based on user searches. Data last updated février 4, 2026.
Search for one-way flight options from Medford to Chicago. Find affordable one-way fares based on user searches. Data last updated février 4, 2026.
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 4/92:12 pm
MFR
- ORD
2 stops8h 47m
United Airlines
Deal found 2/2![United Airlines logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/242:00 pm
MFR
- ORD
1 stop7h 38m
United Airlines
Deal found 2/3![United Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 2/201:00 pm
MFR
- ORD
1 stop6h 52m
Delta
Deal found 2/3![Delta logo]()
$209
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/256:22 pm
MFR
- ORD
1 stop9h 57m
United Airlines
Deal found 2/3![United Airlines logo]()
$213
This Alaska Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/2512:31 pm
MFR
- ORD
2 stops9h 28m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 2/205:55 am
MFR
- MDW
2 stops10h 45m
Delta
Deal found 2/3![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/245:30 pm
MFR
- MDW
2 stops13h 23m
Delta
Deal found 2/3![Delta logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 2/206:00 am
MFR
- ORD
3 stops20h 36m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/247:50 pm
MFR
- MDW
3 stops35h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/253:59 pm
MFR
- MDW
3 stops40h 06m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/257:50 pm
MFR
- ORD
3 stops32h 18m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 4/95:00 am
MFR
- MDW
2 stops10h 54m
Delta
Deal found 2/2![Delta logo]()
$505
Find flight deals from Medford to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated février 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (United Airlines) |
One-way from | $144 (United Airlines) |
Popular in | April |
Cheapest in | October |
Average price | $486 |
Cheapflights Fare Finder
Customize your flight search to find flights from Medford to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated février 4, 2026.
Use the filters below to find and compare flights from Medford to Chicago that are best for you.
Fly from
Medford
Fly to
Chicago
Route
Depart
Return
Price
MedfordChicago
MFR - ORD
MFRORD
Medford
mar. 3/31
2:12 pm-12:59 am
1 stop8h 47m
Chicago O'Hare Intl
sam. 4/4
6:25 am-11:48 am
1 stop7h 23m
$237
MedfordChicago
MFR - ORD
MFRORD
Medford
mar. 3/31
6:00 am-6:05 pm
2 stops10h 05m
Chicago O'Hare Intl
sam. 4/4
5:00 pm-10:38 pm
1 stop7h 38m
$242
MedfordChicago
MFR - ORD
MFRORD
Medford
lun. 3/9
1:10 pm-11:59 pm
1 stop8h 49m
Chicago O'Hare Intl
mer. 3/11
7:00 am-1:02 pm
1 stop8h 02m
$242
MedfordChicago
MFR - ORD
MFRORD
Medford
mer. 3/4
6:45 pm-12:01 pm
1 stop15h 16m
Chicago O'Hare Intl
dim. 3/8
3:07 pm-12:33 pm
1 stop23h 26m
$262
MedfordChicago
MFR - ORD
MFRORD
Medford
lun. 3/9
6:00 am-6:00 pm
2 stops10h 00m
Chicago O'Hare Intl
mer. 3/11
7:20 am-4:35 pm
2 stops11h 15m
$312
MedfordChicago
MFR - ORD
MFRORD
Medford
jeu. 4/9
7:40 am-7:02 pm
1 stop9h 22m
Chicago O'Hare Intl
lun. 4/13
8:20 am-9:02 pm
1 stop14h 42m
$332
MedfordChicago
MFR - ORD
MFRORD
Medford
ven. 4/10
12:50 pm-9:20 pm
1 stop6h 30m
Chicago O'Hare Intl
lun. 4/13
3:45 pm-11:14 pm
1 stop9h 29m
$333
MedfordChicago
MFR - ORD
MFRORD
Medford
sam. 5/30
1:40 pm-9:50 pm
1 stop6h 10m
Chicago O'Hare Intl
mar. 6/9
6:00 pm-11:13 pm
1 stop7h 13m
$373
MedfordChicago
MFR - ORD
MFRORD
Medford
mar. 6/2
6:14 am-5:04 pm
1 stop8h 50m
Chicago O'Hare Intl
mar. 6/9
6:00 pm-11:13 pm
1 stop7h 13m
$373
MedfordChicago
MFR - ORD
MFRORD
Medford
mer. 6/3
1:25 pm-11:59 pm
1 stop8h 34m
Chicago O'Hare Intl
sam. 6/13
3:41 pm-11:15 pm
1 stop9h 34m
$373
Showing 1-10 of 33 results
Compare providers for flights from Medford to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Medford to Chicago in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Medford-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Medford-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Medford-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Medford-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Medford-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Medford to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Medford with our price prediction graph.
MFR-CHI
MFR-ORD
MFR-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Medford to Chicago
MFR-CHI
MFR-ORD
MFR-MDW
What is the cheapest month to book a flight from Medford to Chicago?
Currently, February is the cheapest month in which you can book a flight from Medford to Chicago (average of $237). Flying from Medford to Chicago in June is currently the most expensive (average of $672). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Medford to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated février 4, 2026.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United Airlines from Medford to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Overall
8.0
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Overall
8.0
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Boarding
8.1
Overall
8.0
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Related info for your journey
Find useful and relevant information for your journey from Medford to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Chicago
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Medford and Chicago flights
Browse other Medford and Chicago flight options. Last updated on février 4, 2026.
Other flights from Medford
Browse through other flights departing from Medford. Flights are based on user searches made on Cheapflights and were last updated on février 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Medford to Chicago
Discover the top 4 airlines that operate flights from Medford to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated février 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$258 | Average$363 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$308 | Average$419 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$308 | Average$421 | FlexibilityNo cancel fee | On-time69% |